How AI Will Change How You Work, w/ Kelly Monahan
How AI Will Change How You Work, w/ Kelly Monahan  
Podcast: AI-Curious with Jeff Wilser
Published On: Thu Apr 02 2026
Description: What happens when AI stops being a productivity tool and starts reshaping the structure of work itself?In this episode of AI-Curious, we talk with Kelly Monahan, a future of work and AI advisor, about what AI may actually do to the workplace over the next few years, and why the reality is likely to be messier than both the hype and the fear suggest. We dig into the tension between using AI for augmentation versus automation, why so many companies are still struggling to prove ROI, and how AI agents could transform business workflows while also creating major governance, accountability, and implementation challenges.We also explore what this means for knowledge workers, middle managers, and enterprise leaders trying to adapt in real time. Along the way, we discuss why small businesses may have an advantage over large organizations, how workers can focus on higher-value contributions, and why the future of work may require not just new tools, but a new mindset.GuestKelly Monahan — Future of Work and AI AdvisorKey topics we cover2:49 — Kelly’s optimistic and pessimistic theses on the future of work5:15 — Where AI is overhyped, and the disconnect between leaders and workers6:35 — Why generative AI adds complexity inside organizations10:05 — What the research says about AI ROI12:54 — Where AI is delivering real wins today, especially for freelancers and small businesses16:27 — Advice for leaders and middle managers inside large organizations18:39 — Why curiosity, learning, and experimentation need to be rewarded19:02 — AI agents, the hype cycle, and why the excitement may still be justified22:25 — Why enterprises are struggling to keep pace with the speed of AI change29:18 — What the future of work may look like over the next 3 to 5 years30:02 — Why white-collar work could face major disruption33:37 — The “elevator to skyscraper” analogy for how AI should reshape work35:08 — Predictions for AI adoption, governance failures, and labor market shifts39:00 — How Kelly uses AI in her own work and businessFollow AI-Curious on your favorite podcast platform:Apple PodcastsSpotifyYouTubeAll Other PlatformsFor anyone interested in Jeff’s AI Workshops for their company:Reach out directly at jeff@jeffwilser.com