TwnSqr with Paul Wakim — Real Estate Investing with RealDealChat

22 Apr 2026 · 38 min
Episode

22 Apr 2026 · 38 min

0:00

In this episode of REI Mastermind Network, host Jack Hoss interviews Paul Wakim, co‑founder of Townsquare (twnsqr.com), a prop‑tech marketplace designed for professional real‑estate investors and wholesalers. Paul recounts his seven‑year journey from running a real‑estate photography business, teaching himself basic Python, and attempting a predictive algorithm, to partnering with CTO Mitch and iterating through multiple pivots—including a retail‑real‑estate version—before landing on a niche, investor‑to‑investor platform. He explains Townsquare’s core workflow: posting properties, sharing posts for joint‑venture (JV) deals, sending listings to buyer networks, and using built‑in chat rooms, document upload, and e‑signature tools. The conversation covers the platform’s evolution, the importance of standardization and professionalism, integration via Zapier, and the decision to launch a free tier with a $149/month premium plan. Paul shares personal investing anecdotes (buying a distressed property for $1, a Qatar‑based seller), lessons learned from early pivots (knowing when to stop), the value of partnerships (especially with Mitch), and community‑building goals. He busts a common myth about mass‑marketing versus personal relationships, recommends the book “The Nature Fix,” and offers advice on perseverance, partnership, and focusing on difficult but rewarding challenges. The episode ends with rapid‑fire questions highlighting his philosophy on real‑estate investing.

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