Building Community and Legacy: A Deep Dive into Real Estate Innovation with David Conwill, Larry Bergman, and Jason Stevenson

In this episode of the Stash Cast, host Stash Geleszinski is joined by David Conwill, Larry Bergman, and Jason Stevenson for a discussion on their paths in the real estate and entrepreneurial worlds. David Conwill, the vice chairman of Redwood Living, shares his journey from a development manager to a key player in expanding Redwood, which specializes in building single-story apartments with attached garages. He details the company's growth, particularly through the 2008 financial crisis, highlighting how Redwood capitalized on the opportunities that arose from market disruptions.Larry Bergman, associated with NAI Bergman, discusses his extensive experience in real estate, emphasizing the importance of partnerships and integrity in business. He highlights significant transactions, like the sale of Cincinnati Public Schools properties, which reinvigorated community assets and increased local tax revenues.Jason Stevenson, an entrepreneur with a diverse portfolio including finance, insurance, and franchising, talks about his strategic approach to business, which prioritizes autonomy and diversification over conventional success metrics. He details his involvement in a significant community-centered project, the Legacy Hotel in Medina, Ohio, explaining the project's focus on local investment and community legacy.Throughout the episode, the guests discuss the impact of technology in real estate and share personal insights on successful investment strategies, the importance of community in business endeavors, and maintaining personal integrity in professional dealings. They explore the evolving landscape of property technology and its implications for future business models in real estate. This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit thestashcast.substack.com/subscribe