From 20 Airbnbs to Boutique Resorts w/ Tim Ensmann
From 20 Airbnbs to Boutique Resorts w/ Tim Ensmann  
Podcast: Action Academy | Build Wealth. Buy Assets. Leave Corporate.
Published On: Mon May 25 2026
Description: Tim Ensmann went from scaling 20+ Airbnbs to developing experiential boutique resorts across the U.S. In this episode, he breaks down how he transitioned from short-term rentals into boutique hotels, raised capital for multiple resort projects, and turned undervalued mom-and-pop properties into multi-million dollar hospitality assets. We cover:Why bigger deals are often easier than small onesTurning a $1.5M property into a $4.7M resortThe future of boutique hospitalityRaising capital and structuring hotel dealsWhy experiences outperform commodity real estateHow strategic partnerships accelerate growthLifestyle-first entrepreneurship and long-term wealth buildingCurious as to how we’ve bought multiple businesses and built millions in equity? Give this video a watch for a full breakdown: https://www.youtube.com/watch?v=cviipnGtDWI&feature=youtu.beIf you are serious about building a life on your terms and want to surround yourself with people who are actually doing it, go to: https://actionacademy.com?el=action_academy_podcastBLACK FRIDAY DEAL 🚨🚨 Our 2026 Action Academy Black Friday Deal is live NOW. Click This Link to book a call with our team and learn how we will get you a $1M + Business (or) a $1M+ commercial property in 2027!! Look below for details...Our Action Academy Deal this year is the ultimate package deal. Alongside your 12 months of membership....for the next two weeks you also get FREE ACCESS to the following AAC workshops: 1) AI Agents + Automation Workshop (3 Day Austin, TX) 2) Commercial Real Estate Investing  Workshop (3 Day Scottsdale)3) Business Buying Workshop (3 Day Miami)4) Biz Scaling (7-8 Figure) Workshop (3 Day San Diego)5) Annual Owneship Summit (4 Day Chicago)6) Capital Raising + Partnerships (3 Day San Diego)All of these events included. For Free. Inside your Action Academy Membersip.Click Here to learn more Follow Me As I Travel & Build:IG @brianluebbenActionAcademy.com$428M reflects aggregate member-reported acquisition value during 2025, not earnings or cash flow. Action Academy provides education and community, not legal, tax, financia...