
Thesis Driven Leader Series
At Thesis Driven, we research and write about trends in the built world. Join Thesis Driven founder Brad Hargreaves as he interviews the leading voices at the intersection of real estate, cities, innovation and technology. Guests include innovators like Zillow founder Spencer Rascoff, the renowned East Coast developer MaryAnne Gilmartin, AOL founder and real estate visionary Steve Case and many more top change makers in real estate. Check out our newsletter at https://www.thesisdriven.com/.“Thesis Driven is the best source for substantive insight into innovative GP strategies, data-driven real estate investing, and the lesser-known stuff that makes real estate go. ” -Moses Sternstein, Random Walk“If you like it here in the Asphalt Jungle, you'll like what Brad Hargreaves is doing over at Thesis Driven.” -Eric Weatherholtz, Asphalt Jungle“Emerging real estate development trends” -Fed Novikov, Really Good Buildings
Latest episodes

May 11, 2025 • 43min
From Sand Dunes to Smart Growth: Casey Roloff’s Vision for Seabrook and the New American Dream
Casey Roloff, the mastermind behind Seabrook, Washington, discusses his innovative vision for a walkable community rooted in new urbanist principles. He dives into the importance of low leverage and long-term thinking in community development. Roloff contrasts Seabrook’s design with car-centric suburbs and outlines the need for pedestrian-friendly spaces. He emphasizes the growing demand for walkable neighborhoods and the potential for a shift in urban development paradigms. His insights shed light on creating thriving, sustainable communities for future generations.

May 4, 2025 • 38min
Inside AvalonBay’s Tech Strategy: Rukus Esi on Building the Multifamily Operating System
What does it take to build a world-class tech strategy inside one of America’s largest multifamily REITs? Rukus Esi, the Chief Digital Officer at AvalonBay Communities and today’s guest, is in the driver’s seat. From centralization and AI to predictive maintenance and PropTech fatigue, Rukus joins us to share how AvalonBay vets new technology, pilots solutions across 90,000+ units, and stays ahead in a rapidly evolving PropTech landscape. If you’re building for—or operating in—multifamily, this is a must-listen about what it takes to deploy and scale technology in real estate. The Thesis Driven Leader Series is made possible with the support of Neutral. Neutral is redefining multifamily real estate with a focus on sustainability, resident health and well-being. For example, Neutral is building the tallest mass timber and Passive House residential building in the U.S with a state-of-art wellness club in Milwaukee. Beyond environmental impact, Neutral offers investors access to substantial sustainable tax credits and deductions. Accredited investors can explore available opportunities at invest.neutral.us or connect directly with their team to learn more.

Apr 27, 2025 • 45min
Building Trust, Raising Capital: Juniper Square's Brandon Sedloff on Winning in Today’s Real Estate Markets
Real estate capital markets are undergoing a tremendous transformation, with tried-and-true strategies no longer offering the opportunities they once did. Today’s guest, Brandon Sedloff, has a unique perspective on the changes afoot. As Chief Real Estate Officer at investment management software platform Juniper Square, Sedloff has a special view of the real estate investment landscape. In today’s episode, he’ll share some of those insights and dig into the changes on the horizon.This episode covers Juniper Square’s journey–where Sedloff was employee #5–as well as the state of the capital markets, evolutions in the investment management world, and advice for real estate sponsors hitting the fundraising trail.Sedloff has a perspective unlike any other, so you won’t want to miss this conversation.The Thesis Driven Leader Series is made possible with the support ofNeutral. Neutral is redefining multifamily real estate with a focus on sustainability, resident health and well-being. For example, Neutral is building the tallest mass timber and Passive House residential building in the U.S with a state-of-art wellness club in Milwaukee. Beyond environmental impact, Neutral offers investors access to substantial sustainable tax credits and deductions. Accredited investors can explore available opportunities atinvest.neutral.us orconnect directly with their team to learn more.

Apr 20, 2025 • 47min
From Real Estate Developer to Builder of Belonging with Hall Sweeney Properties & the Bright Build's Sean Sweeney
Being a real estate developer can be a lonely business. But one builder is making it a little less so. This episode’s guest, Sean Sweeney, has built an audience by telling the story of life as a developer, warts and all.Co-founder of Hall Sweeney Properties, Sweeney built a reputation as a thoughtful multifamily builder in the Minneapolis area. We’ll discuss his development work and story as well as his efforts to build camaraderie–online and offline–in the real estate community. The episode will also touch on how cities could make better housing policy and the secrets to success as an aspiring real estate developer.Sean Sweeney has a unique way of approaching the real estate development journey, so I’d encourage everyone to check this one out!The Thesis Driven Leader Series is made possible with the support ofNeutral. Neutral is redefining multifamily real estate with a focus on sustainability, resident health and well-being. For example, Neutral is building the tallest mass timber and Passive House residential building in the U.S with a state-of-art wellness club in Milwaukee. Beyond environmental impact, Neutral offers investors access to substantial sustainable tax credits and deductions. Accredited investors can explore available opportunities at invest.neutral.us or connect directly with their team to learn more.

9 snips
Apr 13, 2025 • 53min
Kasa's Roman Pedan on The Future of Multifamily and Flex Rentals
In this engaging conversation, Roman Pedan, Co-founder and CEO of Kasa, discusses the dynamic intersection of apartments and hotels in the evolving flex rental market. He shares insights on how the COVID-19 pandemic reshaped this sector and the strategic adaptations necessary to thrive. Roman also highlights the impact of technology and AI on real estate, as well as the importance of innovation for property owners. With his entrepreneurial experience, he offers a forward-thinking perspective on future growth opportunities in multifamily rentals.

13 snips
Apr 6, 2025 • 49min
Era Ventures' Clelia Peters on Real Estate Tech and the Investment Landscape
Clelia Peters, Founder and Managing Partner of Era Ventures and a pioneer in proptech investing, shares her unique insights from managing a family brokerage to founding her own venture firm. She discusses her unorthodox investment strategies, emphasizing hard assets over software solutions. The conversation explores the challenges of real estate technology, the emotional significance of home ownership, and the evolving market dynamics in the residential brokerage sector. Peters also highlights upcoming trends in PropTech and the importance of sustainability in real estate.

Apr 23, 2024 • 1h 5min
Author Charles Marohn on How to Fix Cities
Author Charles Marohn, an advocate for redesigning cities for livability, discusses the future of cities, emphasizing design and policy interventions. He explores the role of technology and how real estate developers can create better places. Marohn's insights are relevant for anyone interested in innovating in urban design.

23 snips
Apr 17, 2024 • 56min
Secrets of a Placemaker: Our Interview with Stephanie Blake
Stephanie Blake, CEO of Skylight, discusses placemaking activations to bring vibrancy and community to real estate. She emphasizes the importance of studying the history and context of spaces. Skylight's projects include NY Fashion Week, food festivals, and concerts, creating extraordinary experiences in unique spaces.

7 snips
Apr 10, 2024 • 48min
Zillow Founder Spencer Rascoff on Building & Investing in the Future of Proptech
Real estate tech pioneer Spencer Rascoff discusses the future of Proptech, opportunities in real estate, the impact of AI, and his experience as an investor. The conversation touches on the DOJ lawsuit, entrepreneurial ventures, fractional ownership, climate change, and future trends in real estate technology.

Apr 3, 2024 • 46min
Rise of the Rest: the Thesis Driving Steve Case
Steve Case, a tech pioneer, discusses 'The Rise of the Rest' investing thesis focusing on cities outside traditional tech hubs. Topics include rising cities, policy-driven startups, and real estate innovation. Case's vision for economic growth and job creation in diverse locations is explored.
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