Greg Schwartz, CEO of Tomo and former Zillow president, talks about cold showers, durable agent models, portal traffic illusions, and the birth of Tomo in Tokyo. They discuss the importance of making mistakes quickly, the need for customer-centric approaches in real estate, and the challenges of building a mortgage company with innovative solutions.

Hari Krishnan, CEO of Southeast Asia's PropertyGuru, discusses the growth of the middle class driving housing demand in emerging markets, challenges of operating in diverse markets, importance of trust and transparency, potential of AI in property portals, staying calm in business, Vietnam's optimistic energy, and industry connections for success.

Court Cunningham, CEO of Orchard, discusses the challenges and evolution of the real estate industry, embracing failure for profitability, navigating customer acquisition hurdles, and exploring disruptors aiming for standardization and innovation in real estate.

Megan Meyer Toolson, Opendoor's President of Sell Direct & Services, discusses Opendoor's customer base, the trust equation, adapting to market changes, learning from customers, and the company's self-serve strategy in a changing real estate industry.

Leo Pareja, Chief Strategy Officer at eXp Realty, discusses time compression in learning, the slow industry changes, the importance of treating buyers like sellers, and the rise of super teams in real estate.

Tim Heyl, founder and CEO of Homeward, shares insights on morning routine, productivity strategies in real estate, evolving from agent to business owner, navigating challenges in the industry, and empowering real estate agents for future innovation.

Zillow's CFO discusses efficiency for agents, Zestimates, AI applications, the super app vision, and the key learning from Zillow Offers. Also, parenting advice, being a great coach, and operational discipline are highlighted.

Sam Sawyer, founder of Pinnacle Realty Advisors, discusses his subscription-based brokerage model, the commission split gray area, selling his company to Compass, building a brokerage app store, having a new school model with old school value, being a profitable unicorn, the real estate software arms race, and the importance of staying informed and proactive in the industry.

In this episode, Joe Rath from Redfin chats about coffee subscriptions, the 'mother of all metrics,' consistency, tech adoption, effective technology in the industry, and the importance of being a good MLS partner. They also discuss the power of thinking small, the 'your listing, your lead' concept, and the strategy of issuing press releases when shutting down products.

The podcast delves into a range of topics including New Orleans coffee culture, acquiring a challenger brand in real estate, MLS innovation, strategic investments, navigating change in real estate associations, and lessons learned from making transformative changes in the industry.