

Playmakers with Andrew Flachner
Andrew Flachner
Playmakers gets inside the minds—and moves—of the people shaping the future of real estate. Hosted by Andrew Flachner, co-founder of RealScout and a trusted interviewer of top industry leaders, the show features unfiltered conversations with the executives, entrepreneurs, and dealmakers behind real estate’s biggest shifts.
Episodes
Mentioned books

Aug 14, 2025 • 34min
Redfin CEO on AI, Rocket Acquisition, Vertical Integration, and Housing’s Next Era
Glenn Kelman, CEO of Redfin, has been at the forefront of blending technology with real estate for nearly two decades. In a dynamic conversation, he delves into the profound impact of AI on the industry, asserting it will enhance agents' roles rather than replace them. Kelman shares insights from Redfin's rocky beginnings and discusses the significance of transparency in housing. He also reveals the strategic benefits of Redfin's acquisition by Rocket Companies, envisioning a future of integrated services that prioritizes accessibility and efficiency.

Jul 23, 2025 • 41min
How a $5.7B Real Estate Leader Stays Disciplined in Tough Markets
Sue Yannaccone is the CEO and President of Anywhere Brands, overseeing iconic real estate brands such as Coldwell Banker, Century 21, Sotheby's International Realty, Corcoran, Better Homes and Gardens Real Estate, and ERA. Under her leadership, Anywhere completed more real estate transactions than any other company last year. Andrew Flachner leads RealScout, a rapidly scaling real estate technology platform that powers agents, teams, and brokerages nationwide.In this episode of Playmakers, we explore how to navigate prolonged market challenges, the real impact of AI on real estate agents, and why now is Anywhere's moment to leverage its "superpower" of integrated services.🔥Subscribe to the podcast:Apple Podcasts: https://apple.co/459lPWcSpotify: https://spoti.fi/45FKXE4We also dig into:– The impact of the NAR Settlement– Why "focus on your controllables" is more critical than ever– How AI will reshape agent workflows – Sue's principled approach to M&A– The listing access wars and what's really at stake

9 snips
Jul 9, 2025 • 27min
$315B Founder on What AI Means for Real Estate Agents
Joe Lonsdale, co-founder of Palantir and general partner at 8VC, shares big-picture views on AI and infrastructure. He explores flying taxis, autonomous construction, and how transport tech could reshape housing. He discusses S-curve growth vs exponential hype, which real estate roles AI will pressure, and what knowledge workers should do now to stay ahead.

Jun 10, 2025 • 54min
Buyer Market Predictions, Private Equity at KW, Why Agents Can’t Pitch Their Value — with Gary Keller
RealScout CEO Andrew Flachner sits down with Gary Keller, founder of Keller Williams Realty and one of the most influential thinkers in real estate/business. Gary opens up about what it really takes to succeed in today’s market—and why most agents still can’t clearly articulate their value. He also shares his prediction for when the buyer market returns and what private equity’s growing role means for brokerages like KW. We also dive into:– KW’s new partnership with Stone Point Capital– Gary’s immersive research and AI-assisted process– The four sources of lead gen that still matter most– Why fear—not lack of skill—is what really holds agents backWhether you’re an agent, team leader, or brokerage owner, this episode offers rare access to one of the sharpest minds in the business.🛎️ Subscribe for future episodes: @realscout🎧 Available on YouTube, Spotify, and Apple Podcasts

May 28, 2025 • 41min
Why Gino Blefari Stepped Down, Real Estate Leadership Burnout, CCP, Warren Buffet, and more
In this inaugural episode of the Playmakers Podcast, RealScout CEO Andrew Flachner sits down with Gino Blefari, former CEO of HomeServices of America and Berkshire Hathaway HomeServices, for an unfiltered, 45-minute conversation.Gino opens up about his decision to step down, what’s changed in real estate leadership, and why he believes it’s still a great market for agents—even if it’s “no longer fun” for many at the top.We also dive into:– The impact Warren Buffett had on Gino’s career– His take on the Clear Cooperation Policy (CCP)– The habits and mindset that fueled his success– What comes next after decades in leadershipWhether you’re a team leader, brokerage exec, or agent navigating today’s challenges, this episode is packed with hard-earned insight and straight talk. Subscribe for future episodes

Apr 27, 2025 • 13sec
Coming Soon: Playmakers with Andrew Flachner
Playmakers: Inside the Minds—and Moves—of Real Estate’s Power Players is a new podcast featuring real conversations with the executives, entrepreneurs, and dealmakers shaping the future of real estate. No fluff. No self-promotion. Just sharp insights into the strategies and decisions driving the industry forward.Subscribe now to get inside access to the conversations shaping what’s next.


