Today I sit down with two of my best friends, Moses Kagan and Rhett Bennett to reflect on how ReSeed has evolved since their first appearance (ep. 278) on the show three years ago.

ReSeed is on a mission to back the next generation of elite real estate operators.

We unpacked what has actually happened since launch, how their original vision has held up in practice, and what they have learned by deploying real capital across multiple markets and operators.

We also dug into how they think about underwriting, operator selection, asset management intensity, and navigating a shifting multifamily landscape. It was a candid look at what it really takes to build a disciplined, long term real estate platform in today’s market.

We discuss:

• How ReSeed’s original thesis has played out after deploying over $100M across multiple operators

• What they look for in emerging operators and how the cohort selection process has evolved

• Why discipline and patience mattered during a slow deal environment and when opportunities finally opened up

• How they approach underwriting, leverage, and long-duration capital in different markets

• The realities of asset management, property management, and execution risk at smaller deal sizes

This episode is for investors, operators, and anyone interested in building durable real estate businesses with long term alignment and disciplined capital deployment.

Topics:

(00:00:00) - Intro
(00:04:01) - ReSeed's journey and evolution
(00:17:14) - Profile and selection of operators
(00:25:10) - Partnership and capital structure
(00:37:39) - Due diligence and deal approval process
(00:40:51) - Cohort integration and support
(00:42:55) - Real estate market overview
(00:43:22) - Market opportunities and challenges
(00:50:41) - Market fatigue and seller dynamics
(00:51:20) - Operational challenges and opportunities
(01:01:50) - Property management and asset management
(01:11:36) - Construction management and budgeting
(01:15:06) - Capital allocation
(01:23:34) - Closing remarks

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