Host Christian interviews Mark Stern about transforming digital businesses with high-impact physical products. They discuss CustomBoxAgency’s approach to customer journey design, the 57 Hats card deck for role clarity, gamification and milestone-driven retention, creative design processes, AI’s role in education and experiences, and lessons learned from costly operational mistakes. Practical advice on building memorable, results-driven experiences rounds out the episode. Check out Mark's company at https://customboxagency.com/

Christian and Caleb dive deep into advanced AI uses in real estate — from automating lead re-engagement and underwriting to building custom AI assistants for mentorship and property operations. They discuss practical projects, tools (Claude, Anthropic), cost considerations, and how AI amplifies relationships and productivity without replacing human judgment.

Garrison joins the Owner Meeting Podcast to share his out-of-state investing journey from San Diego into Lexington, Kentucky. He walks through scaling from duplexes to a 9‑unit and a 26‑unit in contract, plus buying a starter rental for his 10‑month‑old daughter. The episode covers practical tactics — networking, blended debt (seller financing + bank), using local credit unions, and the lessons learned (don’t flip long‑distance). It’s a concise playbook for moving from small rentals into multifamily ownership.

Christian sits down with 23-year-old Caleb Hommel to discuss his rapid rise in multifamily real estate—now owning over 400 units and closing another 81-unit 55+ community. They cover deal highlights, why senior housing can be stable and profitable, and how operational efficiency drives success. The episode also explores scaling a property management company, hiring and culture, the value of mentorship, faith and purpose in business, and the importance of quick execution from idea to action.

In this episode Dion shares his decade-long journey from public service to financial freedom through a focused small-multifamily strategy—8 properties (18 units), house-hacking, a tight buy box, and systems that let him manage properties in hours per month while traveling in Thailand. They discuss practical tactics (binder strategy, tenant screening, property selection), policy impacts like rent control and insurance, and the trade-offs between optimizing for time versus scale. Key takeaway: pick the buy box that matches your life goals.

In this episode Christian interviews George, who accidentally fell into real estate and shares his journey from high-volume auctions to building a diversified portfolio. They discuss cash flow versus appreciation, creative value-add strategies (like adding carports), community-focused property management, and the importance of not over-leveraging. George also explains how clear investor communication and patience helped weather downturns, offers practical examples of repositioning assets, and shares lessons from costly early mistakes to help listeners build lasting equity in real estate.

Christian and Caleb discuss a record $3.45M capital raise for a $140M acquisition, sharing practical advice for first-time syndicators on sourcing investors, structuring deals, and presenting with confidence. They cover ideal first-deal sizes, real-life fundraising stories, what investors need to see (location, capital protection, and growth plan), and simple tactics to build trust and convert prospects into partners.

Mike recounts his shift from expensive West Coast markets to cash‑flowing Midwest rentals, starting with low‑cost turnkey homes in Gary, Indiana. He explains why he chose those markets despite poor traditional metrics and how small investments reduced his risk. He outlines practical tactics: using YouTube and social media to dominate a niche, working with wholesalers and local investors, leveraging seller financing, and building a reliable out‑of‑state team (property managers, contractors). Mike emphasizes adaptability, hands‑on oversight, and the active work required to stabilize and optimize rental properties.

Brent Bowers of LandShark and host Christian discuss Brent’s path into land investing, starting locally in Colorado and scaling across the Southeast. The episode covers practical strategies—wholesaling, seller-finance arbitrage, mobile home placement, and cash deals—along with deal sourcing, due diligence, and pacing to one solid deal per month. They also talk software and AI tools for marketing and note tracking, how to manage partners and taxes, and the importance of taking action and learning from mentors to build a sustainable land business.

Joel walks through his 2008 collapse and comeback, sharing how he rebuilt by focusing on active real estate: flipping, new construction, small multifamily and founding Burr Loans. He covers real-world lessons on vetting partners, controlling leverage, and building repeatable systems. Listeners will get concise takeaways on sustainable LTV targets, scaling with local teams, personal financial discipline, and practical steps to move from one-off deals to a scalable investing business. For follow up, Joel directs listeners to Burr (burr.com) and @burr_loans.

Joe Killinger walks through how he built and scaled Commercial Brokers International, his approach to training and building A-player teams, and the strategies he uses for investing and managing properties across Los Angeles and Texas. In this episode of the Owner Meeting Podcast, host Christian Osgood interviews Joe Killinger, a successful real estate entrepreneur. They discuss Joe's journey in building a large brokerage, the differences in managing properties in California versus Texas, and the importance of working with elite brokers. Joe shares insights on building a high-performing team, the significance of marketing and personal branding, and the discipline required in entrepreneurship. They also touch on learning from mistakes in real estate investments, maximizing revenue from properties, and the role of content creation in attracting clients.   Joe emphasizes the importance of giving back to the real estate community and shares valuable lessons learned throughout his career. Joe Killinger has built multiple successful companies in real estate. Understanding local regulations is crucial for property management. Texas offers easier management compared to California. Elite brokers value prepared and serious clients. Training and mentorship are key to building a strong brokerage team. Marketing should focus on providing value to potential clients. Discipline and motivation are essential for entrepreneurial success. Learning from past mistakes can lead to better investment decisions. Maximizing property revenue requires creative thinking. Content creation is vital for establishing a personal brand in real estate.   Learn More from Joe Killinger: https://www.joekillinger.co/

Christian sits down with Ethan and Eddie to trace their journey from flipping couches and running an airport cleaning business during COVID to breaking into multifamily investing. They share mentorship lessons, partnership dynamics, and the grind that powered their growth. The episode breaks down their signature deal: acquiring an 11-unit with seller financing and bank debt, completing $290k+ in renovations to reach a $1.7M appraisal, cashing out ~$590k, and using that to help buy and reposition a 44-unit—taking their portfolio to 55 units while vertically integrating construction and property management. Key takeaways include cold-calling persistence, the importance of active income alongside appreciation-driven real estate, smart deal structuring, and learning from mistakes to scale responsibly.

In this rapid-fire episode, Michael answers 10 questions in 60 seconds each, covering rent control, interest rate forecasts, branding, fitness, and personal life. Takeaways: The people that buy have to do the work. Real estate can lead to wealth for everyone. Understanding market dynamics is crucial for success. Success in real estate requires a strategic approach. Overcoming challenges is part of the investment journey. Mindset plays a key role in investing. Wealth building takes time and effort. Don't fight the process; embrace it. Doing the work is essential for achieving goals. Real estate investment is accessible to all who are willing to learn.   This conversation delves into the world of real estate investment, exploring the essential strategies, mindset, and market dynamics that contribute to success. The speaker emphasizes the importance of doing the work, understanding the market, and maintaining a positive mindset to overcome challenges and achieve financial freedom through real estate.   He delivers blunt takes on policy and real estate, shares lessons from past mistakes, and explains the discipline and skills behind long-term investing success.

In this episode of the Owner Meeting Podcast, host Christian Osgood interviews real estate legend Rod Khleif, who shares his inspiring journey from a Dutch immigrant to a successful real estate investor. Rod discusses the importance of mindset, goal setting, and overcoming limiting beliefs in achieving success. He emphasizes the significance of building a strong team and taking massive action to differentiate successful individuals from those who struggle. Rod also reflects on the lessons learned from his financial setbacks and the importance of giving back to the community. The conversation highlights the tactical aspects of real estate investing, particularly the advantages of multifamily properties over single-family homes. Rod Khliefs Links: https://rodslinks.com/ Takeaways Mindset is crucial for success and recovery. Setting clear goals is essential for achievement. Happiness comes from progress and growth, not just material success. You can't be fearful and grateful at the same time. Success is inevitable if you have a burning desire. Don't fear failure; fear regret instead. Your peer group significantly influences your success. Taking massive action is the key differentiator for success. Giving back to the community enhances fulfillment. Multifamily investing is more scalable and manageable than single-family homes. Download our FREE Course on how to get started in multifamily investing! ➡️ https://www.multifamilystrategy.com/get-free-training Follow on Instagram: https://www.instagram.com/christianosgood/?hl=en Join our Free Community (and get a free calculator): https://www.skool.com/multifamilystrategy/about?ref=370951ad19e54a24862f51627e864f66 Chapters: 00:00 Rod Khleif's Journey: From Immigrant to Real Estate Mogul 04:11 The Mindset of Success: Overcoming Loss and Failure 09:52 Goal Setting: The Key to Achieving Your Dreams 16:14 Identifying and Overcoming Limiting Beliefs 20:21 Building a Winning Team: The Importance of Peer Groups 27:25 Overcoming Adversity and the Path to Success 28:43 The Power of Meditation and Mindfulness 30:46 The Role of Gratitude in Achieving Happiness 33:29 The Importance of Giving Back 39:50 Lessons from Losing $50 Million 48:14 Scaling in Real Estate: Multifamily vs. Single Family Explore the less known strategies of real estate investment and pave your way to financial freedom with Multifamily Strategy featuring Christian Osgood. Join Christian and a network of real estate professionals as they divulge priceless insights, innovative financial tactics, and triumph tales to empower you in the dynamic realm of real estate investment. Whether you're a seasoned player or an aspiring beginner, our podcast furnishes practical wisdom to expedite your journey towards prosperity and autonomy. Tune in now to kickstart the construction of your empire! Fresh episodes released weekly, make sure to SUBSCRIBE!" Learn how to buy rental properties, purchase real estate low and no money down, and create your own multifamily strategy! #multifamily #sellerfinancing #creativefinance #realestate #Rodkhlief

Grace, co-founder of Wire (Women Invest in Real Estate), shares her journey from DIY real estate investor to building a lean, intentional business and community that hit $1M in revenue. She explains why she scaled slowly, how strategic partnerships and systems helped preserve time freedom, and why clear SOPs and time-blocking are essential. Grace also discusses pivoting away from flipping to focused builds, the importance of knowing when to say no, and the costly lessons she learned — including a $73K grant loss that taught her to systematize and prioritize. Practical tips include weekly bookkeeping, standardized bill pay, color-coded workflows, and creating exit plans for partnerships. Graces Book: https://amzn.to/4oNMi2a Graces WIIRE GROUP: https://www.womeninvestinrealestate.com/

Host Christian sits down with investors Dion McNeeley and Matt Hawkins to explore their contrasting paths to financial freedom — from house hacking and owning a few high-cash-flow rentals to scaling 150+ units with strong systems. They share practical advice on underwriting, tenant screening, rehabs, and how to run low-maintenance portfolios. The episode also discusses market strategy (red vs. blue areas), diversification across tenant types, costly mistakes to avoid, and how AI is improving deal analysis and operations — all focused on building resilient, time‑efficient real estate businesses.   In this episode of the Owner Meeting Podcast, host Christian engages with real estate investors Dion McNeeley and Matt Hawkins, exploring their diverse strategies and experiences in the real estate market. Should They be Allowed to Own this many Apartments? The conversation delves into their journeys towards financial freedom, the realities of managing different portfolio sizes, and the sacrifices made in the early years of investing. They also discuss the dynamics of investing in red versus blue states, emphasizing the importance of understanding market conditions and tenant rights. The episode highlights the balance between achieving passive income and the work required to reach that point, offering insights for both new and seasoned investors. In this conversation, the speakers discuss the implications of rent control on landlords, share painful investing experiences, and reflect on financial mistakes made in their careers. They also explore market predictions and strategies for navigating the current economic landscape, emphasizing the importance of understanding tenant relationships and adapting to market changes. In this conversation, the speakers delve into various aspects of real estate, emphasizing the importance of financial literacy, the role of reading, and the need for knowledgeable agents. They discuss the challenges faced in property management, the significance of diversification in tenant types, and the future of Section 8 housing. The impact of AI on real estate practices is also highlighted, showcasing how technology can enhance efficiency and decision-making. Overall, the discussion provides valuable insights for both investors and agents in navigating the real estate landscape.   Takeaways: - Investing in real estate can lead to unexpected financial freedom. - House hacking can be a viable strategy for new investors. - Understanding market dynamics is crucial for successful investing. - Sacrifices in the early years can lead to long-term benefits. - Passive income from rentals requires upfront work and dedication. - Managing a large portfolio requires effective systems and processes. - Investing in red states can offer landlord-friendly conditions. - Networking and learning from others can enhance investment strategies. - The journey to financial freedom is unique for each investor. - It's important to help others in their investment journeys. Rent control can lead to significant rent increases for landlords. Join our Free Community (and get a free calculator): https://www.skool.com/multifamilystrategy/about?ref=370951ad19e54a24862f51627e864f66

We respond to a 3AM call about a supposed building explosion that turned out to be a garage outlet fire, assess $15K–$20K in damage, and explain why multifamily investing is far from "passive" during the build phase. The episode covers buying a 76-unit property, using LIHTC and Section 8 as competitive advantages, lessons on hiring and firing, and advice for young entrepreneurs to take risks, learn fast, and build an A-team.

Host Christian talks with Dylan Osmon about his rapid rise from a $33,000 triplex purchase in 2020 to over 200 rental units, covering scaling strategies, deal structure, partnerships, and debt management. They discuss real-world lessons on hiring and firing, risk management, the trade-offs between cash flow and long-term appreciation, and practical advice for investors ready to solve bigger problems and grow their portfolios.

Charlie Farnsworth shares his journey from college demolition work and house flips to leading a family-backed lending platform, highlighting how he finds opportunities in market gaps and protects capital. The episode covers practical lessons on raising capital, choosing the right projects, avoiding hubris, and structuring loans for preservation of wealth rather than speculative growth. Listeners get concrete advice for new and experienced investors: build relationships, understand your competitive advantages, focus on downside protection, and move with measured growth.

Welcome back to the Owner Meeting Podcast with Christian Osgood and guest Todd Robinson, a top real estate and syndication lawyer. Todd shares his journey from social work to founding his own law firm, building a $75M AUM portfolio with 400+ units, and balancing entrepreneurship with ethical investing. Todd discusses practical strategies—keeping affordable housing dignified, running assisted living communities, using clear PPM disclosures, maintaining reserves for post-acquisition dips, and never misrepresenting deals to investors. He offers hard-earned advice on transparency, risk management, and scaling a real estate business while doing good in communities.

TAi Lopez and guest discuss politics, freedom of speech, government overreach, incentives, and how money motivates people. They explore solutions like high pay for leaders, performance-based rewards, parenting and workplace incentives, and the benefits of farmland and natural living. The episode mixes practical business lessons, personal stories about farms and health, and philosophical takes on human nature and policy—arguing that well-designed incentives create better outcomes.

Christian interviews Jaclyn and Jason McClure of Vetted Homes about their midterm rental strategy that sits between short-term and long-term rentals and often earns multiple times market rent through insurance placements. They share their origin story, a $7,000/month insurance placement that transformed their business, practical tips on markets, arbitrage versus buying, ALE coverage, insurance protections, common pitfalls they learned from, and how to get started with VettedHomes.com.

In this episode Christian Osgood interviews Caleb Hommel, who started in multifamily investing as a teen and scaled to nearly 200 rental units by age 22. Caleb shares how he funded his first deals with no capital, navigated joint ventures, syndications, assignment vs acquisition fees, and built a property management and marketing business. They discuss Caleb’s recent $5M Fannie Mae loan on a 76‑unit deal, the strategy to buy and convert LIHTC properties, and his current capital raise for a 225‑unit package in Abilene. Tune in for practical insights on scaling, raising equity, and structuring deals. In this episode of the Owner Meeting Podcast, host Christian Osgood interviews Caleb Hommel, a young real estate investor who has achieved remarkable success in a short time. Caleb shares his journey from starting with no money and credit to acquiring nearly 200 rental units by the age of 22. He discusses the challenges he faced, including securing financing, building liquidity, and managing joint ventures. The conversation also delves into Caleb's recent acquisition of a $5 million loan from Fannie Mae and his plans for future projects, including the Anson Park development. Throughout the episode, Caleb emphasizes the importance of networking, confidence, and the potential for doing good while making a profit in real estate. Takeaways Caleb started his real estate journey at 18 with no money. He used a credit card to fund his first deal's earnest money. Building liquidity is crucial for real estate success. Caleb secured a $5 million loan from Fannie Mae at 22. He is expanding his portfolio with the Anson Park project. Networking and talking about your work can lead to opportunities. Bigger properties can be easier to manage than smaller ones. Caleb emphasizes the importance of confidence in scaling. He plans to take low-income housing to market rate. Doing good and making money in real estate is possible.

On this episode Christian interviews Josh Janus, a 24-year-old real estate operator who scaled to 200+ units by obsessively documenting tasks, delegating to VAs, and building repeatable SOPs. Josh shares concrete systems—email filters, text rules, task buckets, contractor selection criteria—and how decision speed and relationships drove deal flow. They discuss value-add small-multifamily strategies (BRRRR), contractor management, costly early mistakes, and goal-setting tactics to keep improving pace and scale. Practical, high-level advice for operators who want to optimize time, build teams, and grow aggressively.

Host Christian sits down with Seattle broker and investor Erich Bubbel to trace his journey from golf instructor to a top-producing commercial broker and multifamily investor. They discuss making cold calls, owner-occupying and house-hacking, creative and seller financing, underwriting for realistic cash flow, when to self-manage vs hire professionals, and how investors can build relationships with elite brokers. Erich also shares wild transaction stories and practical advice for buyers ready to transact in Washington. Contact Erich at erich@investmentsalesgrp.com

Host Christian Osgood sits down with Gabe Bowling to unpack practical deal-structuring tactics, syndication realities, and creative financing strategies that generate real cash flow. Gabe shares his journey from working with Grant Cardone to building a hands-on portfolio and a deal-room community, emphasizing skill stacking, listening, starting small, and aligning incentives for long-term success.   He is one of the Country's Fastest growing Syndicators and his group (the Deal Room) is one of the most active real estate communities on the internet.

In this episode Shane Sanders explains a niche West Coast strategy: buy single‑family homes or duplexes on large corner or alley lots, build two detached ADUs, then use condo conversions (or state code workarounds) to sell or finance units separately. He breaks down costs, loan mechanics, and how his construction background lets him cut build costs and create large margins. Shane also shares lessons on tenant screening, team building, cashflow vs. scaling decisions, and practical advice for investors who want to implement ADUs in their markets.

In this engaging episode of the Owner Meeting Podcast, the host welcomes Matthew Wang, a successful programmer and real estate investor, as they dive into Matt's transformative journey from starting with single-family homes to scaling up to multifamily properties. Recorded in person in Texas, Matt shares fascinating insights about his early days of house hacking in Berrien, Washington, and how it led him to a profound shift towards multifamily investments. With experiences ranging from managing roommates, tackling tenant challenges in shared living spaces, to efficiently supervising properties across various states, Matt unfolds his fast-paced real estate adventure. Listeners will learn from his strategic moves, including the decision to invest remotely, the significance of secondary markets like Olympia, Washington, and how joining the Multifamily Strategy mentorship helped catapult his investment career. He also details his partnership ventures, including a significant deal in Texas, offering a clear view of how to scale effectively while managing potential hurdles. This episode is a must-listen for anyone considering a leap into real estate investing, showcasing how passion, strategy, and guidance can lead to impressive growth and opportunities in real estate portfolios.

Welcome to another engaging episode of the Owner Meeting Podcast. In this episode, host Christian welcomes Adam Chapman, an entrepreneurial expert in the home services sector. Join us as Adam shares his inspiring journey from playing professional hockey to leading a successful business in home services. Adam, the founder of Pad Pal, a thriving company that offers a wide range of home services, discusses how he transitioned from sports to entrepreneurship. He reveals the secrets behind his company's success, including the importance of simple, scalable businesses like window cleaning, gutter cleaning, and Christmas lights installation. Throughout the conversation, Adam emphasizes the value of building a reliable team and the power of strategic marketing. He also shares valuable lessons from his experiences, including the costly mistake of giving away company equity and the art of scaling a service business to new heights. In addition, explore Adam's passion for teaching others through Home Service U, where he guides aspiring entrepreneurs to replicate his success. This episode is packed with actionable insights and inspiration for anyone looking to break into the home services industry. Tune in for a blend of motivational stories and practical advice that can help you transform a simple business idea into a profitable venture.

Welcome back to Multifamily Strategy and the Owner Meeting Podcast with Christian and special guest Sam Prim. In this episode, they explore the dynamic changes in the real estate market over the past year, emphasizing the resilience needed to navigate the slowdowns in multifamily investments and the burst of the flipping and wholesaling business. Sam shares insights into his diversified portfolio, explaining how the single-family rental segment remains consistent due to effective systems and tenant retention strategies. Delving deeper, the conversation uncovers Sam's business model, which integrates wholesaling, flipping, and multifamily investments, allowing for unique adaptability in volatile markets. Discover the journey of acquiring 42 single-family homes in a single transaction and the creative funding solutions implemented to ensure profitability. The episode also sheds light on pivotal decisions, both successful and costly, offering listeners valuable lessons in risk assessment and the pitfalls of expanding beyond one's core expertise. Join us to gain practical advice from seasoned real estate investors, learn about the importance of finding deals and securing funding, and explore innovative tactics to thrive in the ever-evolving real estate landscape. Whether you're a newcomer or a seasoned investor, this episode provides essential strategies for sustainable growth.

Welcome to the Owner Meeting Podcast, hosted by Chris, where he is joined by Jacob Davenport, an energetic and insightful real estate investor. In this episode, they delve into topics such as the significance of problem-solving in real estate, the importance of community, and the mindset needed to succeed in business. Jacob shares his journey from facing personal challenges, including a period of incarceration, to becoming a successful real estate investor in Northern California. He discusses the power of patience, networking, and investing in others to achieve his goals. The episode also explores the importance of setting clear visions, building the right team, and overcoming obstacles with confidence. Whether you're a seasoned investor or just starting out, Jacob’s story and insights provide valuable lessons on building a thriving real estate business without being overwhelmed by the pursuit of money alone. Tune in to learn how to leverage community, confidence, and a clear vision for long-term success.

Join us in this exciting episode as we chat with Michael Zuber, a renowned expert in real estate investment and economic insights. Michael shares his journey from a traditional career path to building substantial multi-generational wealth through real estate. We delve into his straightforward and repeatable investment strategies that anyone can follow to achieve significant financial success. Discover the latest trends and forecasts in the real estate market, including the ongoing challenges and opportunities within the multifamily sector. Michael also opens up about his personal decisions behind relocating from California to Nevada and his thoughts on the current economic climate. Tune in to learn about the importance of cultivating a supportive community for wealth building, and how Michael’s innovative approaches are empowering investors everywhere. Whether you're a seasoned investor or just starting out, this episode offers valuable insights and inspiration to help you navigate and prosper in the world of real estate investment.

Join us this week on the Owner Meeting Podcast as Chris sits down with real estate enthusiast Chris Jordan. Together, they delve into Chris Jordan's transition from acquiring single-family homes in Oklahoma City to recently closing a multifamily deal. Discover how he found the opportunity, overcame financial roadblocks, and structured his partnership. With anecdotes about market dynamics and landlord experiences, this episode is a treasure trove of insights for budding investors. Whether you're interested in tapping into the Oklahoma market or keen on learning from his ventures, this episode is one you won't want to miss!

Welcome to the Owner Meeting Podcast, hosted by Christian and his good buddy, Phil Toth. Phil's journey from professional rugby player to Olympic sailor, and now a successful real estate investor, showcases his versatile talents and determination. This episode delves into Phil's incredible story, including his recent venture into real estate with the purchase and transformation of a 10-plex property in Pennsylvania. Learn about Phil's unique path, from his athletic triumphs to fixing up a slum property, increasing its value and improving resident life. He shares valuable insights on project management, networking, and the importance of aligning goals with objectives. Discover the impact of community and mentorship as Phil navigates the multifamily real estate world, illustrating the importance of perseverance and strategic investment decisions. Join us as we explore Phil's dynamic career and the lessons he's learned along the way.

Most people are looking for safe, easy real estate deals. Matt Hawkins does the opposite. This high-level investor saw an abandoned prison and turned it into luxury rentals, a kids' playground, and housing for disabled veterans. In this episode, Matt shares: 🔥 How he built a massive portfolio with ZERO partners 🔥 Why he has 30-year fixed loans at 4% interest 🔥 The best way to find unique investment opportunities 🔥 How to scale and manage real estate while working a full-time job If you’re tired of the same old advice, this is the episode for you. 🔹 Timestamps: 0:00 – "If You Can See Him, You Can Be Him" (Why Role Models Matter) 0:22 – Meet Matt Hawkins: The Investor Who Does The Impossible 1:12 – From High School Dropout to Real Estate Mogul 2:00 – How He Bought a Jail and Turned It into a Profitable Business 3:30 – Keeping the Prison Cells?! The Wildest Part of the Project 5:04 – How He Negotiated an Insane Deal With The City 6:55 – $200K Purchase, Millions in Value: Why This Worked 8:42 – Creative Financing & Writing Your Own Loan Products 10:26 – The Power of Delegation: Why He Runs a Lean, Profitable Team 12:39 – Why Most People Stay Stuck & How to Break Free 14:48 – How You Can Find Undervalued Real Estate Deals Like This 16:35 – What’s Next for Matt & His Portfolio?

Want to build a profitable real estate business without getting stuck in never-ending projects? In this episode, Christian and his wife Danny break down the biggest mistake new investors make—and how to scale faster and smarter. We cover: ✅ Why underfunding renovations kills your cash flow (and how to fix it) ✅ The correct way to scope and budget before closing a deal ✅ The key to managing partners and investors (without drama) ✅ How to avoid getting stuck in long, drawn-out renovations ✅ The essential systems we use to manage hundreds of rentals Christian and Danny built their real estate empire together—this episode reveals their best-kept secrets for operating at the highest level.

Most people think you need money, experience, or connections to invest in real estate. Caleb Hommel proves that’s completely wrong. At 22 years old, Caleb already owns 113 rental units—and he’s under contract for another 76 units. His goal? $30 million in real estate this year. How did he do it? In this episode, we break it all down. 🔹 Timestamps: 0:00 – The Secret to Finding Deals (Most People Never Do This) 0:05 – Meet Caleb Hommel: 22-Year-Old Real Estate Investor 0:23 – How Many Rentals Does Caleb Own? (The Number Will Shock You) 0:49 – The $30 Million Goal for This Year 1:10 – Why Caleb Was the LEAST Qualified to Buy Real Estate 2:01 – Where He Finds Deals (The Strategy That Works in Any Market) 3:00 – How He Met Every Property Owner in His Market in Just 6 Weeks 5:03 – Scaling Fast: The Mindset & Systems That Built His Portfolio 7:40 – The Power of Talking About What You Do (And How It Attracts Deals) 9:50 – How to Build Relationships That Get You Off-Market Deals 12:09 – Balancing Business, Investing, and Growth at a High Level 17:08 – The Most Expensive Lessons Learned (Avoid These Mistakes!) 25:54 – Why You Will Buy Deals If You’re Around People Who Buy Deals 32:50 – Closing Thoughts: Why Caleb Owns More Real Estate Than You

In this episode, I’m sitting down with Dion McNeely, the man who built financial freedom with only 18 rentals—proving that working smarter beats working harder. 💰🏡 We’re diving into: The "Lazy" Way to Real Estate Investing – How Dion retired with just 18 rental units Cash Flow vs. Portfolio Size – What’s the best approach? The Binder Strategy – How Dion gets tenants to raise their own rent Why Debt is the Best Wealth Builder – And why paying off properties isn’t always smart Hustle Culture vs. Financial Independence – Which path leads to real success? Whether you're an entrepreneur, real estate investor, or just looking for a way to build passive income, this episode is packed with real-world strategies that actually work.

In this episode, I’m sitting down with Dion McNeely, the man who built financial freedom with only 18 rentals—proving that working smarter beats working harder. 💰🏡 We’re diving into: The "Lazy" Way to Real Estate Investing – How Dion retired with just 18 rental units Cash Flow vs. Portfolio Size – What’s the best approach? The Binder Strategy – How Dion gets tenants to raise their own rent Why Debt is the Best Wealth Builder – And why paying off properties isn’t always smart Hustle Culture vs. Financial Independence – Which path leads to real success? Whether you're an entrepreneur, real estate investor, or just looking for a way to build passive income, this episode is packed with real-world strategies that actually work. Building a real estate empire isn’t just about buying properties—it’s about building a lasting legacy. In this episode of The Owner Meeting, Cody Davis returns to share his journey from creative finance deals to scaling a multi-million dollar portfolio, transitioning into real estate development, and setting up for generational wealth.

Welcome to The Owner Meeting, where your host Christian delves into the inspiring journey of Mike Curadossi, a real estate investor with 72 rental properties who achieved financial freedom and retired his wife early. In this episode, Mike shares his path from a landscape design business to becoming a successful landlord living in Florida with his family. Discover the secrets of the "Brrr Method" and understand the key tactics Mike employed to build a stable portfolio, ensure cash flow, and network strategically. Learn from Mike's experiences, including starting out with nothing, leveraging meetups, and finding the right mentors and financial strategies to turn his dreams into reality. This episode is a must-listen for anyone aspiring to achieve success in real estate investment, offering valuable insights into the importance of tenant selection, the benefits of Section 8 housing, and the long-term vision needed to build wealth through property investment.

Welcome to the Owner Meeting Podcast. In this episode, host Christian sits down with Tai Lopez, an entrepreneur, investor, and thought leader known for his insights on business, wealth, and personal development. Tai shares his unfiltered perspectives on the importance of surrounding yourself with the right people, the role of incentives in success, and why financial intelligence is crucial in today’s economy. Tai dives deep into the impact of government policies, the power of strategic decision-making, and how incentives drive human behavior—whether in politics, business, or personal growth. He also discusses the importance of creating the right structures for wealth-building and how aligning yourself with people who share your vision is key to long-term success. Listeners will gain valuable insights into financial literacy, leadership, and the mindset required to navigate entrepreneurship in a rapidly changing world. This episode is packed with strategies for those looking to optimize their decisions, scale their businesses, and take control of their financial future.

In this episode of The Owner Meeting, host Christian is joined by Matt Bontrager, a successful CPA and co-founder of TrueBooks, a firm specializing in tax planning, tax prep, and accounting services for real estate investors and small business owners. Christian and Matt delve into the critical components of managing your business finances, the importance of effective tax strategies, and the journey of scaling a company from scratch to millions in revenue. Matt shares his personal experiences and insights on the challenges of balancing growth with providing exceptional client service. The episode offers valuable lessons on financial management, scaling businesses, and the role of strategic planning in sustaining long-term success.

Welcome to the Owner Meeting Podcast. In this episode, host Christian is joined by Josh Janus, a highly organized and successful young entrepreneur in the real estate sector. Josh shares his remarkable journey from delivering food to owning over 200 units in just a few years. His story is a testament to the power of organization, delegation, and systems. Josh's approach to real estate involves meticulous planning and delegation. By keeping a notepad to track every task and delegating effectively to virtual assistants, Josh has built a highly efficient business model. Through disciplined strategies and learning from those who achieved what he aspired to, Josh has developed a thriving business. Listeners can expect to learn about building strong relationships, creating effective systems, and achieving financial freedom through real estate investments. This episode is packed with valuable insights for anyone looking to optimize their time and enhance their productivity in the real estate industry.

Welcome to another episode of The Owner Meeting with your host Christian Osgood and guest Nathan Payne, an expert in the flipping wholesaling space. Discover Nathan's inspiring journey from starting with nothing to building a successful business that processes millions in real estate transactions. This episode delves into the active income side of real estate, sharing insights on wholesaling, deal-making, and the importance of taking massive action to achieve success. Nathan discusses his holistic approach to real estate, balancing work with personal life goals, and offers valuable lessons on creating a repeatable model that aligns with your own objectives. Gain insights into how Nathan built his business, understands the trials he faced in scaling down for efficiency, and why focusing on quality over quantity has proven more rewarding. Join us to explore best practices in the wholesale space and learn how to find your unique path to financial freedom.

Welcome to the Owner Meeting Podcast. In this gripping episode, host Christian is joined by Garrett Lynch of Nighthawk Equity to discuss the unpredictable world of real estate, focusing on multifamily investments. The episode kicks off with a thrilling tale of a closing deal nearly derailed by unexpected gang-related drama, highlighting the inherent risks involved in property transactions. As the conversation unfolds, Christian and Garrett dive deep into the complexities of syndication, offering insights into the pros and cons of this investment model. They explore the importance of having the right team, effective operations, and a robust community for successful syndication and provide valuable lessons from their experiences in the industry. Garrett shares his journey from wholesaling D-class properties to partnering with Nighthawk Equity, where he leveraged his expertise in construction to gain a competitive edge. The episode also delves into the challenges of property management and the importance of focusing on one's strengths to scale a real estate business efficiently.

Welcome to an engaging episode of 'The Owner Meeting', where hosts delve into the dynamic world of real estate and entrepreneurship. Learn from Caleb Hommel and his journey of managing multiple companies, discussing the crucial aspects of managing employees, business strategy, and expanding ventures beyond real estate. In this episode, the hosts share insights on building lucrative businesses, real estate strategies, and the importance of scaling operations efficiently. They elaborate on the significance of aligning vision with action, raising reserves, and understanding the intricacies of financial freedom. Join us as we explore the synergy between sales and marketing in real estate, the challenges of scaling, and making innovative strides in business. Whether you're a budding entrepreneur or a seasoned business owner, this episode offers valuable lessons on navigating the complexities of business growth.

Welcome to another episode of the Owner Meeting Podcast, where your host Christian Osgood is joined by Gabe Bowling, a rising star in the real estate world. In this episode, Gabe shares his journey from working under the renowned Grant Cardone to mastering deal structuring and syndication on his own terms. Gabe opens up about his personal background, growing up in a middle-class family and navigating the challenges of college life. He candidly discusses his early experiences in the real estate industry, including working for free to gain experience and the pivotal moments that shaped his career. The discussion delves into the nuances of deal structuring, the importance of skill stacking, and the misconceptions surrounding syndication. Gabe emphasizes the significance of listening, solving problems for others, and how his experiences have informed his entrepreneurial journey. Join us for an insightful conversation that not only explores the tactical aspects of real estate but also offers valuable lessons for anyone looking to carve out a path in this dynamic industry.

Welcome to another insightful episode of the Owner Meeting podcast, where we delve deep into the world of financial freedom and strategic investing with the remarkable Brian Luebben. In this episode, we explore the significance of cash flow as the cornerstone of wealth building and how understanding and optimizing for it can revolutionize your financial life. Join us as Brian shares his journey from smaller beginnings to surpassing the hosts in business scale, revealing the strategies and insights that have propelled him forward. Learn about the critical importance of knowing what you are optimizing for in your investments, the various types of currency, and how real estate can offer substantial tax benefits. Dive into the concept of vision and action, and why clarity is essential for achieving success. Brian shares how his company, Action Academy, has facilitated over $200 million in acquisitions, emphasizing the need for a clear GPS to guide your investment journey. Tune in for an episode packed with valuable lessons, real-world strategies, and the power of taking decisive action towards your goals.   Brian's Links: https://actionacademy.com/ https://www.instagram.com/brianluebben/?hl=en

Join us in this exciting episode of the Owner Meeting Podcast, where host Christian is joined by Shayne Cannell-Cohen, an experienced operator in the Amazon dropshipping space. Shane shares his journey into the world of dropshipping, a venture that began during the pandemic as a means to overcome economic uncertainties and leverage Amazon's thriving platform. In this episode, we delve into Shayne's unique approach to dropshipping, highlighting how he bypasses traditional methods involving overseas suppliers in favor of utilizing domestic sources for big-brand products. Discover the intricacies of the dropshipping model, how to effectively compete by leveraging existing high-demand products and the importance of reliable supplier relationships. Shayne also sheds light on the surge of fake gurus in the industry and how genuine application surpasses mere information in building a successful business. Tune in for invaluable advice on bypassing common pitfalls and learning strategies for aspiring entrepreneurs aiming to start their own dropshipping business on Amazon.

Welcome to another compelling episode of "The Owner Meeting," where host Christian is joined by real estate powerhouse, Lucas. With an impressive track record of over 700 transactions and $500 million in sales, Lucas shares his journey and insights into the competitive world of real estate. Discover how Lucas has built a successful midsize team in Seattle, leveraging a data-driven approach to cater to tech-savvy clients. Explore the evolving landscape of residential real estate as Lucas discusses future trends, the importance of adapting to market changes, and the role of technology in reshaping the industry. Gain valuable lessons on building a resilient team, overcoming adversity, and the significance of systems and processes in maintaining high productivity. Lucas also introduces "The Winner's Circle," a transformative program focused on mindset, fitness, and real estate, designed to help individuals achieve their personal and professional goals. This episode is a must-listen for aspiring real estate investors and entrepreneurs seeking inspiration and practical advice to thrive in today's dynamic market.   View Lucas's Winners Circle and Free stuff here: https://linktr.ee/luke_is_winning?fbclid=PAZXh0bgNhZW0CMTEAAabaqVvNllv_bectH4kkWj5CcirCD-RrLJ3qvpBHhbsmZOO_1ez04lVLBfs_aem_7tZ1d7BPPuRgZcxE_Zsx5g

Join us for an inspiring episode as we dive into the fascinating journey of Brian Tran, a dynamic entrepreneur who has mastered the art of balancing multiple business ventures. From his humble beginnings in real estate, inspired by his immigrant family's pursuit of the American dream, Brian shares how he transitioned from being a real estate agent to a successful investor and business owner. In this episode, Brian discusses the strategic moves that helped him build a diverse portfolio, including real estate flipping, wholesaling, and investing in Section 8 housing. He emphasizes the importance of consistency and the philosophy of buying real estate and waiting for its appreciation. Discover how Brian's approach to risk, failure, and learning from mistakes has shaped his career. We also explore Brian's ventures beyond real estate, including his virtual assistant company, coffee shops, and media company, highlighting his belief in investing in people and building strong teams. Brian offers valuable insights into the importance of networking, taking calculated risks, and leveraging social media to grow your business. Whether you're just starting out or looking to expand your business horizons, Brian's story is a testament to the power of perseverance and strategic thinking in achieving entrepreneurial success. Follow him @mr.briantran

In this episode of the Multifamily Strategy Podcast, host Christian welcomes real estate expert Anthony Redmond to discuss the ins and outs of building a successful portfolio using the Section 8 strategy. Anthony shares his journey from growing up in a small town to owning properties across various states, including Las Vegas, North Carolina, and Miami. Despite initial setbacks, Anthony found his niche in Section 8 housing, leveraging his skills to serve the community while making substantial profits. Together, Christian and Anthony delve into the challenges and rewards of investing in Section 8 properties, exploring the importance of understanding fair market rent, navigating inspections, and maintaining high property standards. Anthony emphasizes the significance of sticking to a core business strategy and the potential pitfalls of diversifying too quickly. Listeners will gain valuable insights into creating a sustainable and profitable real estate business, with practical advice on scaling operations, building effective systems, and focusing on what truly makes sense for long-term success. Whether you're a seasoned investor or just starting out, this episode offers a wealth of knowledge on maximizing returns through strategic property investments. Tune in to learn how to make the most of the Section 8 strategy and transform your real estate ventures. Learn more from Ant at https://event.webinarjam.com/register/37/l36glhyp   follow him on instagram at https://www.instagram.com/_realestateant/

Welcome to another episode of Multifamily Strategy! Join Christian and Dani as they dive into the challenges and triumphs of their real estate journey. In this episode, they recount the risky beginnings of their first apartment building purchase, including the nerve-wracking experience of using a HELOC on their primary residence to spot an investor. Get a behind-the-scenes look at their new studio, their move to Texas, and how they've managed to build a successful real estate portfolio from scratch. Dani shares her transition from teaching to managing multiple businesses, including a resort and property management company. They also discuss the importance of raising enough capital upfront, the lessons learned from their first big project, and how they've applied those lessons to future deals. Plus, hear about their plans for Multifamily Strategy 2.0, an expanded course designed to help others achieve financial freedom through real estate. Tune in for valuable insights, heartfelt stories, and practical advice on navigating the world of real estate as a couple. Don't miss out on this inspiring and informative episode!

Welcome to another episode of Multifamily Strategy! In this episode, host Christian is joined by real estate expert Chris Kirkman, who shares his journey from multifamily properties to the lucrative world of self-storage. Chris explains how he started his entrepreneurial journey with small businesses and eventually ventured into real estate. He discusses his transition from multifamily to self-storage, highlighting the unique benefits and value-add opportunities in the self-storage sector. Learn about Chris’s innovative strategies, including his use of technology and design skills to optimize operations and marketing. Discover how you can 3x the value of a property in just a few years, and why self-storage is a recession-resistant asset class. Chris also shares insights into effective deal sourcing, the importance of strong relationships, and his unique approach to maximizing productivity and efficiency. Whether you're a seasoned investor or just starting out, this episode is packed with valuable lessons and actionable advice. Don't miss this opportunity to learn from one of the best in the business. Tune in now and take your real estate game to the next level!

Welcome to the Multifamily Strategy Podcast! In this episode, Christian and Tony dive deep into the multifamily real estate space, discussing long-term strategies for financial freedom. They explore the hot topics of rent control, the myth of cash flow, and how to effectively build a cash-flowing portfolio. Tony shares his personal journey from being laid off to becoming financially free through real estate. He emphasizes the importance of understanding your financial goals and not getting bogged down by complex metrics. Tony's experience with his first quadplex and subsequent properties highlights the simplicity and effectiveness of focusing on cash flow per door. Christian and Tony also discuss the critical role of leverage, seller financing, and the impact of government policies on real estate investing. They stress the importance of building relationships with property owners and maintaining a long-term perspective in the multifamily market. If you're keen on understanding how to navigate the multifamily real estate landscape, protect yourself from rent control, and achieve financial independence, this episode is a must-listen. Don't miss out on the valuable insights shared by Christian and Tony! Follow Tony at DirtyBootsCapital.com for more real estate wisdom and to grab a copy of his book, "Freedom at Risk."

Welcome back to Multifamily Strategy! In this episode, Christian sits down with Ethan Wilson, one of the OG mentees of Multifamily Strategy, to discuss his incredible journey from side hustles to building a successful multifamily business with his partner, Eddie. From couch flipping to starting a cleaning business during COVID, Ethan shares the grit and grind that fueled their early success. He also delves into the unique adventures they've had, including an almost partnership with Grant Cardone and the challenges of turning around a drug-ridden, 50% occupied property. Join us as we explore the highs and lows of Ethan and Eddie's multifamily journey, the importance of building strong relationships, and how they’ve managed to leverage every opportunity to grow their business. This episode is packed with invaluable lessons and inspiring stories that you won't want to miss!

Join us for the most exciting episode of the Multifamily Strategy Podcast as we welcome DanNi Osgood! Once a dedicated teacher, Danni left her job to join our companies and now out-earns everyone in the business. In this episode, we dive into her transition from education to real estate, her role in our various companies, and how she manages it all while preparing for a big move to Texas and starting a family. Danni shares her insights on functional flipping, managing contractors, and balancing work with home life. Don't miss this inspiring journey of partnership and growth! Follow Danni's adventures and tips on Instagram at @FunctionalFlipping.

In this episode, we dive deep into the world of creative financing through the eyes of Alex and Shannon, two real estate investors who took an unconventional path to close a multifamily deal. Alex discovered a property on Crexi and quickly moved forward, only to face a series of challenges that tested his resilience and negotiation skills. You'll learn how Alex and Shannon navigated the complexities of seller financing, the importance of due diligence, and how they creatively structured their deal to overcome unexpected obstacles. From negotiating lower down payments to securing better terms, their story is a masterclass in persistence and innovative problem-solving. We also explore the dynamics of their partnership, highlighting the unique strengths each brought to the table. Shannon's expertise in underwriting and financial management complemented Alex's negotiation prowess and relentless determination. Together, they turned potential deal-breakers into opportunities for success. Whether you're a seasoned investor or just starting out, this episode offers invaluable insights into the art of creative financing and the power of strategic partnerships. Don't miss this inspiring story of perseverance and ingenuity in the world of real estate investing.

In this inspiring episode, we dive into Austin's remarkable journey from a valet in Miami to a successful real estate entrepreneur. Listen as he shares how he transitioned from a frustrating corporate job in wealth management to building a thriving business in the real estate industry. Austin recounts his early days in Chicago, discovering his passion for real estate through Bigger Pockets, and making his first investment in a multifamily property. He discusses the challenges he faced and the pivotal moments that led him to pivot into short-term rentals in Florida. Learn about his innovative strategies for acquiring and managing vacation rental properties, his unique approach to client acquisition, and the systems he has put in place to scale his business efficiently. Austin also reveals his personal routines for managing stress and maintaining a positive mindset in the face of adversity. Whether you're an aspiring entrepreneur or a seasoned real estate investor, this episode offers valuable insights and practical advice on building a successful business in the competitive world of real estate.

Welcome back to another episode of Multifamily Strategy! I'm Christian, your host for today, joined by Joseph Woodbury, who has revolutionized the way property owners can monetize unused spaces. In this episode, we dive deep into strategies to optimize your real estate portfolio and unlock hidden income streams. Joseph shares insights into his nationwide storage marketplace that connects unused spaces to storage renters. Whether you own a single-family home with an unused garage or manage a large multifamily complex with extra parking stalls, Joseph explains how you can turn these unused spaces into significant revenue drivers. Discover how this innovative approach can add seven figures in ancillary income to large portfolios and learn about the four stages of real estate: build, stabilize, optimize, and pay off debt. This episode is a must-listen for anyone looking to maximize their property’s earning potential and stay competitive in today’s market. Joseph also discusses the importance of technology in making this process seamless and the lessons learned from scaling his business. Tune in to explore new ways to push your NOI and increase property value, making your real estate investments more profitable than ever. Don't miss this exciting episode on how to make the most out of your real estate assets. Join us and start thinking about how you can optimize your properties today!

Welcome back to another episode of Multifamily Strategy! I'm your host, Christian, and today we're joined by the no-nonsense real estate investor and host of the Wealthy Investor Podcast, Brian Davila. If you haven't heard of Brian, you must be living under a rock because this guy is everywhere. Brian is a 33-year-old real estate investor based in Las Vegas, flipping houses, wholesaling, and buying rentals in Southern California and Las Vegas. With just under 30 doors and nearly 400 real estate transactions under his belt, Brian shares his journey, strategies, and what drives him in the business. In this episode, we dive into Brian's portfolio, his lean and mean team, and his straightforward approach to real estate investing. He doesn't care about the design or aesthetics of a property; for him, it's all about the numbers and making money. His motivation? Security, competition, and growth. Brian's focus is clear: make money to secure his family's future and enjoy life. We also discuss the importance of focusing on high-leverage activities, avoiding the noise, and staying productive. Brian's no-BS approach is refreshing and offers valuable insights for anyone looking to succeed in real estate. So, whether you're a seasoned investor or just starting, this episode is packed with actionable advice and a unique perspective on real estate investing. Don't miss it!

Welcome to another episode of Multifamily Strategy with your host, Christian Osgood! In this episode, we dive deep into the incredible journey of Arek,a 23-year-old real estate mogul who has amassed a portfolio of 438 multifamily units.Arek shares his inspiring story as a first-generation immigrant who started with nothing but a bike and a dream. Learn about his innovative financing strategies, including zero-down deals and creative structures that have propelled his rapid growth. Discover the mindset and discipline required to succeed in real estate, and why Arek believes in owning your universe with minimal partners. This episode is packed with actionable insights and is a must-listen for anyone looking to scale their real estate business. Tune in now!

Welcome back to another episode of Multifamily Strategy! In this episode, Christian is joined by the extraordinary Spencer Gideon, a tech background specialist who has successfully transitioned into the real estate and hospitality sector. Spencer shares his journey from software development to managing boutique hotels, highlighting the importance of creating order from chaos and leveraging his unique combination of soft skills and data-driven decision-making. Spencer discusses the significance of effective communication within partnerships and how aligning incentives can lead to successful project execution. He also delves into his personal experiences, including the valuable lessons learned from past mistakes, and offers insights on how to avoid paying the "stupid tax" in business ventures. Tune in to learn about the art of hospitality, the rapid feedback loops that make it exciting, and how Gideon's faith plays a role in his approach to business. This episode is packed with actionable advice and inspiring stories that can help you navigate your own business journey.

From Medical Aspirations to Multifamily Mastery Welcome to another insightful episode of Multifamily Strategy! In this episode, host Christian welcomes the dynamic and experienced Josh Roosen. Josh has worked with numerous online real estate gurus, both legitimate and otherwise, and shares invaluable tips on how to distinguish a good mentor from a fake one. Josh takes us through his fascinating journey from aspiring to be a doctor to becoming a successful real estate investor. He recounts pivotal moments, like receiving life-changing advice from industry giants such as Grant Cardone and Dan Merrill. Josh also provides an in-depth look at his current business model, which includes both joint ventures and syndications, and his strategies for navigating the ever-changing real estate market. This episode is packed with practical advice on leveraging community banks, understanding the importance of debt, and the nuances of scaling a real estate portfolio. Whether you're just starting out or looking to refine your strategies, this episode offers valuable insights to help you succeed in multifamily real estate. Don't miss this opportunity to learn from Josh's experiences and gain actionable tips to elevate your real estate game!

Welcome back to Multifamily Strategy. In this episode, Christian hosts the highly successful and well-connected Justin Cambra. Justin, known for his extensive networking and financial freedom, shares his journey from working at Amazon to owning 44 properties. Learn about his strategic moves, including house hacking, creative financing, and the importance of having "FU money." Discover the mindset shifts and risk calculations that drove Justin to leave his corporate job and achieve financial independence through real estate. This episode is packed with insights and practical advice for aspiring real estate investors.

Welcome back to another episode of Multifamily Strategy. I'm your host, Christian Osgood, and today, I'm joined by Spencer Weinberg, a real estate wholesaler with an incredible journey from tennis coach to scaling a multi-million dollar business. In this episode, we dive into the nitty-gritty details of the wholesale real estate business, exploring why Spencer chose this path and how he found success. Spencer shares his humble beginnings in Grand Junction, Colorado, and his transition to teaching tennis in high-end locations like the Hamptons and Palm Desert, California. He discusses how these experiences exposed him to wealthy individuals and sparked his interest in real estate. We explore his first steps in real estate, from driving Uber to attending real estate school and eventually landing a position with a hedge fund focused on fix-and-flip projects. In a candid conversation, Spencer reveals the pivotal moments that led him to pivot from fix-and-flip to wholesaling, including the challenges and triumphs he faced along the way. We discuss the mechanics of wholesaling, the importance of sales and marketing, and the strategies Spencer uses to scale his business in a highly competitive market. Whether you're an aspiring real estate investor or a seasoned professional, this episode is packed with valuable insights and practical advice on how to find your niche, scale your operations, and achieve financial freedom in the real estate industry. Don't miss this inspiring and informative conversation with Spencer Weinberg.

```htmlWhen you're on right, you want to stay locked in. It's a focus game. You need to be thinking, not grabbing. Hello, and welcome to another episode of Multifamily Strategy. I'm Christian Osgood, your host, and welcome to another episode. I actually have a friend here today. I'm very excited to have him on, Mr. Matt Barge. This guy is actually a hospitality guy. Why is he on Multifamily Strategy? Well, you're about to find out. Matt, welcome to the show, man. Great to be here, Christian. Conversation uh yeah excited to do this podcast with you i am very happy to have you here uh matt's matt's a very interesting guy when i first met him he was actually reaching out with questions on uh what our course mentorship program looks like a multi-family strategy as i got to know him in that process um he's like well you know i was like where do you live he's like oh i'm kind of a nomad i live i live wherever um you know sometimes california sometimes texas i do projects in both I'm like, okay, what is your goal? And he's like, well, buying hospitality. I'm like, interesting. Reaching out about multifamily, a multifamily mentorship, talking about hospitality. Already interested. So the entrepreneurial nomad, hospitality, boutique hotel master, Matt is here with us. Matt, I always like to, we'll talk about where you're at. I gave a little hint to it. You do boutique hotels. We'll talk about them. I like to know everyone's starting point. Before you were in business, before you were an entrepreneur, before any of it, tell us a little bit about Matt's origin story. For sure. So I think I'm going to be described as a monopoly kid. So I'm really good at math, love math. And that was my favorite game, you know, growing up and grew up in Southern California, went to school up north and ended up coming out to Texas 10 years ago. I got offered a job out here and stayed. I like it here. So I actually used to be a software developer. So I wrote iPhone code for MoneyGram. And so I was a pretty typical W-2 earner. I played tennis, enjoyed a bit of traveling and things like that. Everything sort of changed when I bought my first house. And I bought my first house in the colony, which is actually near there. You're going to be right next door. At the time, that was seven years ago. So there was very little development. moment actually i remember riding my bike i drove up with my bike and i rode around where they were going to build the new toyota headquarters and we're gonna there i had heard they were going to build the liberty mutual headquarters and whatnot i was kind of riding my bike around getting the lay of the land and i had you know so i bought there and a tennis buddy came over and it was just me living in that house and he said hey you should put them in these spare bedrooms up on Airbnb. And I thought about it. I was like, ah, I don't know. I decided to try it out and it just took off. And before I knew it, I found myself, you know, opening another bedroom, another bedroom, another house, another house, another house, another house. I scaled it slowly. So I, I bought as a primary residence once per year, but, and I found that I really enjoyed the business. So that was starting small from a single bedroom. I learned how to market that bedroom. So, you know, good photo, good, clean, you know, clean appearance, you know, nice photos. I was doing them initially with my iPhone, but then hired a photographer quickly to, you know, get nice photos done. I was picking out pillows at HomeGoods and just found that I really enjoyed kind of the design aspects. I had a little Roomba who would help me clean the bedroom, room. Take me five minutes now to knock it out. Yeah. And so really started at the nuclear level. And then just grew it piece by piece. I used my software developer background to slowly but surely build a lot of infrastructure to run that small portfolio. So that's kind of my origin story. I used to be a software developer and I use that today, bought my first house. And that's how I got started with real estate, just doing Airbnb by chance. What I found is that the W-2 can only take you so far and you've got out of the software thing. How much do you think someone realistically needs to make to not have a side hustle and actually like Dave Ramsey method, save your way to wealth in today's economy? How much do you think someone would have to make to not have to do another side adventure? This is a great question. So I think you optimize to hit 100k. I feel like 100k. We live in a skills world, which is you need skills. So before you even get to what the outcome of those skills are going to be, how much income that is, or whether it's going to be active or passive, I would focus on skills. So if you're out there and you're thinking, hey, how do I get to my next milestone, my next real estate milestone? I would start with skills. The skills translate Translate to every opportunity. So whether that's photography skills or digital marketing skills or storytelling skills, could be financial skills, spreadsheet, you're gonna reuse those things. The rest of your journey. And so I would start from a place of knowing yourself, getting to know yourself and really ironing out what you're great at, what what you can be best at. And and then identifying skills are going to, you know, advance things you're naturally good at things that you naturally enjoy. And which skills did you develop in work, like in a job that you had? What skills did you develop the most that you feel move you forward the most? So in software development, it's all about reusability, which is when you create a class, you can reuse that class in all kinds of ways when you're developing software. And in Brass Tax, what that means and how it applies to my business is when I first onboarded my first client for property management, I realized that I needed a way to get all the information about their property to be able to manage it effectively. And so I didn't just meet with them and write down a bunch of things about their property. I first created a form that would allow me to ask all the things about their property and they could fill that out. And then as I onboarded more and more properties, I kept adding to that form and kept reusing kind of like the genesis of that form, even in other ways. So like I ended up having like a property features set within that. And I would reuse that. Say if I was doing a kind of a comp analysis on, okay, what's the next, what's a feature that I could add to my Airbnbs that would give me the best return? Like would check, I could use my onboarding for check. What are all the features that I could analyze? Yeah. And use that as a list to then start analyzing. So all that to say that it's just big and small, that reusability mindset and application that you learn in software development is just so amazing. The other thing is with running a real estate business, you really need digital skills to stay organized, stay structured, and sort of like contain the business. And using all these tools, whether that's like analysis tools, data tools you know marketing tools you know video i mean the podcast you need digital skills so that's really helpful when you're writing code using all the tools is like a natural thing so it's been a great thing for me when was it time to leave the job when was it time to do you built enough business where you're like okay software development you have a reasonable. We'll call it a reasonably high paying job stable job when was it time to leave that so So the year was 2020. It was September of 2020. And I was happy at MoneyGram. I was doing great. I was a team, I was the iOS lead developer. And I enjoyed my job. Although what had happened was. We were actually, the app was booming and we weren't getting more teammates on board. And simultaneously, I was asked to become a technical manager and they wanted to prepare me for promotion, which is to say they wanted me to do the elevated job for six months, not pay me for doing that job. And then I would start doing that job. And I kind of doubted, you know, I might get like a 20% bump in pay. I had been matching my employment income for a full year up until that point. And so it was kind of a combination of things. It was tough to leave money ground side. I do. I love writing code. It's really fun. It's really creative, but that it was just time to go. That makes sense. I, the best banker I've ever worked with, I would let this guy manage all of my money. He is fantastic. His bank, after years of being the guy, they offered him a promotion that would pay him a mighty $1.20 an hour more than he was making. I learned later he was making less than I pay some of my older, very mediocre employees who no longer work for me. I was paying some people in property management more than he was making as the most valuable person on my team being paid by the bank. That is the fastest way to lose people. I have found if your business is don't align compensation with goals. I've seen this on both ends. I have tried to fix things by promoting people and giving them raises too early. And it changed their expectations of what they should be getting. And they left and it failed because I over rewarded. So I'm not saying just everyone deserves more money, give it to them. But the way that you compensate people and thank people and promote people is really important. If you want someone to do more work, you need to align compensation to that immediately. You're also going to lose your mats, or I don't know if he wants to be named my banking, but you lose your very best people. If you don't think, how does compensation make them feel? And if it doesn't make them feel loved, you're probably going to lose your best people. I've learned that in a short time in business. Um, and I do a lot of hiring and firing. I have to date still fired more people than I've hired because I do acquisitions, but you, it's painful when you have great people leave. When is it monetarily the right time to leave a job? Where were you at where you're like, Like I can leave this job and I'm still going to be okay. Yeah. I think like I had hit that matching my employment income in cashflow. So not revenue, but cashflow for a year. Once I hit it a year prior, I noticed it, you know, but there was no reason, you know, I could have left at that time. But I'm someone who I think by nature, in some ways, I'm very open to risk. In some ways, I'm a little bit risk averse. And I felt it was prudent to keep on chugging and keep following this model that worked well for me so far. And then once I got kind of pushed towards leaving, when push came to shove, then I decided to go. You mentioned property management. When you left, how much of your business was managing rentals and how many of it was like Airbnb, boutique hotel, that sort of thing? How much was it, I own property and that's bringing in money and how much of it was I own a service company and that's making money? What did that look like? Yeah. So all the properties... So it was mostly properties that I owned. So any property that I've owned, I've always owned outright so far. So I haven't done any partnerships and I've just used my own money to grow my ownership business so far. I had been getting asked by people to run their property as well. So I had a small client business, but that really wasn't materially really a big deal. And I've done the arbitrage model twice. So I had experience with that model as well. So ownership, management, and arbitrage. And all the business I was doing was all within that Airbnb umbrella. So I've never done long-term rental management. Never done it. Okay. Let's touch on that really quick. You didn't do long-term. This is something that I did wrong. And this is going to tie in later in the podcast. So stay tuned. But one thing that I did wrong in the business, I talk about this all the time, I deviated from my business model. Long term, I have long term property management, long term people. We do tons of renovation on entry level housing. I did a project that did not fit that mold and I regretted it. You said something that I think was very interesting. It's always been short term. Have you done any projects that are not short term? No. Rentals? None. All of your businesses are, it's all vertically aligned. Vertically integrated. Yep. And you manage rentals, you have software and your whole skill set ties into short term rentals. Yes. What do you own today? Yes. So I'm actually inside City Place B&B, which is a boutique hotel, 10 unit building in downtown Dallas. So I own this building and it's a building that I bought in September of 22. And when I bought the building, it was grossing less than $10,000 per month. And we just hit $35,000 per month last month. Wow. That's phenomenal. Yeah. Well, hospitality, done right, has amazing cash flow, amazing cash flow upside. And so it was a building that needed some love. It was 1960s build, no personality. And the interiors actually had good bones, but could need some love, deferred maintenance. And we had a mural done on the front of the building, converted the front yard to a dog park and renovated all 10 interiors. So yeah, I mean, it's been a fantastic project and really happy with the results. I own it outright. I own it myself. I'm the only owner. I have a note on it. But it's been a great case study and just want to do more. It's been great. Right. Amenities like dog parks. Everyone sees the personality thing. That is the thing that I think everyone markets online really heavy. Like, oh, we took this one space, we made it look like something else. I'm super happy you're good at that. And that seems to be the main success metric. For the extra amenities, I saw Rob Abasola added a pickleball court to his place. You have a dog park in yours. How much do you think that affects your bookings and your revenue? As opposed to anything else you do, those bonus features, how big of an impact does that have? It's huge. So there's a competitive aspect that differentiation, especially in high, I think it's so important in every aspect, every asset class of real estate. I think it's, well, hospitality, there's a little more room, you know, there's a little bit more kind of, there's a little bit bigger space to differentiate, got a little more options, right and I think that. You know, whether that's like pools, hot tubs, you know, pickleball, you know, yeah, dog park, all kinds of things. You got some, you know, kind of a lot of options there. It's also a very marketing driven asset class. So not only having those features, but really showcasing them in great photos, great videos. We like to do a welcome video that prepares the guests, you know, as soon as they book prepares them to arrive and a great website. So you want to have great, great direct booking website. And so amongst a lot of other things, so I would say the other big branch within hospitality is operations. So you want to have really tight operations and the yield from that is great reviews. So your first, your number one sales tool is photos. Second is reviews and great operations, great, great reviews. People tell tell each other that it's a great place to stay. So you just got a lot of levers within hospitality. There are other things in the kind of underwriting ecosystem of hospitality, but you're absolutely right. Those, you know, the feature set and the amenities are huge. You know, my favorite thing about hospitality is, and there's not much because hospitality is not been my favorite experience of all time. My skills are poorly aligned. There's one thing about it that i love though hospitality is uniquely competitive now in multi-family you have market price you can get a little below market rent and you'll have less vacancy. You can push market rent if you own a ton of stuff like we did in Moses Lake. I have the management company. You have to build massive infrastructure, massive to be able to compete in multifamily. In hospitality, every single project competes with every other project on its own, whether it's one room, 100 rooms. There is a competitive nature. One of my favorite quotes in business came from Matthew Barge. George, the only way to solve an overpayment is to outperform. Now, I had never heard that or thought about that when he brought that up because I'm working on the Robin Hood where we dominated on terms of that contract, but then I realized we suck at multifamily and we overpaid for it so we can't trade it to the next person. I was like, well, the only way to outcompete us or to fix overpayment is to outperform. My initial instinct was like oh yeah wouldn't that be nice but then you think about this you're like this is uniquely a business where outperforming is a legitimate option yeah you actually can out market and out deliver and demand a higher price by having a unique product because. Multifamily being the best cookie cutter repeatable thing is where you make money hospitality is literally the opposite this is why i suck at it i'm geared towards replaceable parts cost of renovation efficiencies time to completion this is more of a like how do you out creative the people around you which is a. You note takers out there, write that one down. That's a good one. I think that's like the key to hospitality. Because it's not even fixing an overpay. It's like, how do you win? Outperform. Everything is, what do I do in this thing to optimize the pictures, optimize the feel, optimize the experience, optimize the follow-up, optimize the Instagram ability. That's a word now. That is how you run this. uh every single one of those is something that me and my team is bad at matt we're working on a project together what are we working on well we're a team now so we're gonna let's go baby, we're gonna tackle this this project together so yep you're absolutely right so christian and i agreed to terms along with cody on robin hood so i'm very fortunate to be sharing that i'll be be taking over management of Robinhood shortly. So we've already started onboarding and it is a property that has great potential, amazing potential against a waterfront location and really charming cabins. And what has happened is what we're going to do. So assets equals liabilities plus owner equity, right? What we need to do is just increase the asset value. How do we increase the asset value? We increase the NOI. How do we increase the NOI? We're going to drive more reservations by a way of better marketing, and that means better photos, more

In this compelling episode of the Multifamily Strategy podcast, host Christian Osgood converses with successful entrepreneur and founder of Startup365, Edwin Carrion. Edwin narrates his inspiring immigration journey from Ecuador to the United States, ultimately becoming a multimillion-dollar business owner and real estate developer. Edwin highlights the significant influence of relationship-building over selling in entrepreneurship. His real-world advice, stressing the long-term benefits of establishing partnerships and investments, provides substantial insights for business individuals, notably real estate investors. Moreover, Edwin discusses the fundamental lesson of meticulous due diligence in forming business partnerships, guiding would-be entrepreneurs to thoroughly assess potential collaborators. Edwin candidly shares his journey in the thrilling world of real estate development. He highlights the critical role of setting ambitious goals and managing challenges, emphasizing the importance of aligning values to avoid strained partnerships and friendships. He passionately believes that real estate is an avenue to accomplish dreams and takes delight in creating luxurious homes. In this episode, Edwin offers valuable strategies to aspiring entrepreneurs. Originating from Ecuador and currently residing in Colombia, he discusses his dream realization while embracing his Hispanic culture. He accentuates planning goal achievement in a logical manner rather than just accumulating wealth for retirement. Furthermore, he discusses his sports passions, views on affording desired lifestyle, and the crucial role of mentorship for budding entrepreneurs. Edwin concludes the discussion with an intriguing concept of the God-made millionaire, attributing his accomplishments not only to personal efforts but also others' support. Listen to Edwin Carrion's episode for enriching insights on entrepreneurial success, increased income, and real estate development strategies. Discover more about his journey at edwincarrion.com and edwincarrion78 on various social media platforms.

In this thought-provoking episode of Multifamily Strategy, our guest is the formidable Jan Wanot, a smart and insightful real estate investor who's path to success has been marked by unparalleled determination and resilience. Listen to Jan as he uncovers stories of initial financial struggles, arduous learning experiences, and discovering the potential of sound investment practices, that brought him to the cusp of financial freedom. Get intrigued by Jan's ingenious investing approach that has helped him grow his real estate portfolio and breakthrough the first daunting, fraught with challenges deal. Discover more about his transition into commercial real estate, particularly mobile home parks, all driven by a prudent attempt to hedge against an anticipated recession. Collect valuable insights on the macro-economic environment as perceived by Jan, that can fortify your position in real estate investing. Follow Jan's journey from grappling with property market volatility to achieving success with alternative assets like mobile home parks, RV parks, and self-storage. Understand why such investments, detached from the whims of single-family home values, are ideal for real-estate portfolio diversification. Discover how ownership of land and utilities can translate into increased cash-flow and diminished maintenance issues. Besides investment strategies, Jan shares his perspective on the importance of community-building within the real estate industry. From creating a Facebook group for connecting local real estate investors to transforming it into a thriving platform for potential deal sourcing, Jan’s story illustrates the impact of nurturing relationships in the industry. Reserve your spot for this captivating episode of Multifamily Strategy where our guest encapsulates the thrills of building investment portfolios, the art of deal negotiation, and his commitment towards mentoring budding investors. Learn more about his popular 'Wari Master Class' and the Mobile Home Park Academy. Dive headfirst into his insightful narratives as he shares his journey that led him to become the celebrated real estate investor he is today.

In this insightful episode of Multifamily Strategy, our host Christian sits down with accomplished real estate expert, Aaron Novello. They discuss Aaron's profound experiences and strategic approaches in the real estate business which led him to success. With his journey symbolizing tenacity, continuous self-improvement, and intelligence, Aaron provides an enlightening perspective into effective sales strategy and client-focused practices that helped him build a thriving career. The episode offers candid insights into Aaron's initial struggles and how these challenges helped hone his skills, turning him into a dynamic real estate professional. It dispels the common assumption that a love for architecture drives real estate interest, revealing that financial gain can be a genuine motivation too. The path to success, as illustrated by Aaron, emphasizes the significance of empathy, competency, relentless practice, and patience. Drawing on Aaron's teachings from his coaching company, where he trains others on listing and selling property in high volumes, the episode provides guidance to both newcomers and seasoned professionals. It underscores the importance of understanding a client's motivations and goals, crafting strategies that resonate with them. This podcast episode sheds light on the actual implementation of strategies in a real environment and how the blend of theory, simulation, and practice can rocket one's skillset. This insightful podcast discusses investment ideals and gives valuable advice on managing finances for maximizing returns and achieving financial freedom. It demystifies common misconceptions surrounding syndications and variable rate debt, emphasizing proper financial and tax planning. Trust, transparency, professionalism, and aligned objectives with fellow investors are highlighted as key components towards preventing losses in real estate investments. If you are a real estate enthusiast eager to kickstart or refine your career journey, this episode has a wealth of knowledge and inspiration to offer. Tune in to get expert advice on achieving your goals, building a successful career and understanding the art of proficient conversation in the competitive world of real estate.

Join us in this gripping episode of Multifamily Strategy as we walk you through the captivating journey of Caleb Hommel, a 21-year-old real estate tycoon who made his first investment at the tender age of 19. Now, with 79 units sprawled across Texas, Caleb's path showcases the fruits of challenging societal norms and chasing audacious dreams. In an enlightening chat, Caleb draws a stunning correlation between his baseball career and his ventures into real estate. He underlines the significance of unwavering perseverance, strategic planning, and risk mitigation paired with a deep comprehension of market trends. His journey stands testament to the value of 'asking for what you want, not for what you need'. Listen to captivating revelations about Caleb's ‘Hommel hack' for contracts, the role of door-dashing in financing his courses, and the adaptation strategies deployed during the COVID-19 pandemic. This episode offers a unique lens into how determination, the courage to ask, and the art of negotiation become key catalysts for sustainable success across all pursuits. We also dive into Caleb's journey of being a successful online sales company owner, alongside a flourishing real estate career. Highlighting key aspects such as delivering promised value, effective marketing and articulating success as a combination of financial acumen and moral stewardship, this conversation leaves listeners with a richer understanding of what it means to chase dreams and make a positive difference. From his take on the significance of location and market understanding, to his views on leveraging extroversion as a business ‘superpower’, Caleb shares invaluable insights into the dynamics of real estate and business growth. Tune in to glean inspiration from this 21-year-old real estate prodigy's exemplary journey!

Join us today with Carlos Jimenez as he shares his expertise on mastering single family rentals and doing a subject to deal. This was a value packed episode let us know in the comments what your biggest takeaways are!

Planning to get into real estate? Having a hard time scaling your portfolio? Join me today as our Guest Matt The Lumberjack Landlord talks about his Real Estate Journey, the common problems he faced, how he resolved those problems, and where he's at today.

David Pere shares his inspiring journey from the military to becoming a real estate millionaire. In this interview, David discusses his experience with seller financing, the importance of taking risks, and how he achieved success in the real estate industry. Tune in for valuable insights and motivation!

Join me as I chat with Sam Primm about his real estate journey, building a personal brand, achieving financial freedom, and creating real estate content. Sam shares his tips and insights on how to scale your real estate portfolio and build an online presence for your business.

Join us as we chat with Tommy Harr, the master of flipping real estate. Tommy shares his journey in wholesaling and flipping properties, offering valuable insights for anyone looking to get into the real estate investing game. With a impressive real estate portfolio of his own, Tommy joins Christian Osgood on this episode of the Multifamily strategy podcast. Tune in for some expert advice and inspiration from this real estate master!

Josh Villarreal reveals his secret loan strategy for veterans and shares his real estate journey from joining the navy to flipping phones to real estate investing. Learn how he achieved success in the real estate industry and his tips for people looking to get started in the market.

Learn how to make more money in real estate with Michael Zuber's "One Rental at a Time" strategy. With over 20 years of experience, Michael shares his tips and tricks for building a successful rental portfolio and his youtube success. Learn to increase your income one rental at a time with Christian Osgood and Michael Zuber. Check out his channel: @OneRentalataTime

For the very first time we interview Cody Davis! Busines and real estate partners with Christian Osgood. Cody is a Creative finance master who purchased his first deal at 19 years old for 1.1 million dollars seller financed. Cody specialized in putting any deal together regardless of financial position. He shares never before shared parts of his story and the struggles he went through to get his real estate portfolio to where it is today.

Our Guest Henry Washington shares his real estate journey and talks about the key to success in his short time in the industry. If you want to learn how to get deals and succeed in real estate, then this video is a must-watch! Henry started with no money, bad credit, and literally 0 experience. Today Henry Washington is a co-host of bigger pockets, has done countless real estate flips, owns single and multifamily rental properties, has purchased with creative and conventional financing, and is a social media giant. Watch for the full story of how Henry Washington went from broke to 127 units without any money. Enjoy this episode of Multifamily Strategy featuring the one and only Henry Washington.

Meet Brian Luebben, the real estate magnate with no real estate! In this interview, he shares his inspiring story and valuable insights on how he achieved success in the real estate industry. Tune in to learn his strategies and tips for success in this competitive market. This is an episode you won't want to miss!