Tim Street, founder of FoolProof FSBO, joins Steven Weinstock for an in depth conversation about selling real estate with clarity, efficiency, and control. Tim shares his journey from the Marine Corps into real estate, entrepreneurship, and ultimately building a platform designed to help homeowners and real estate investors understand their options when selling property.

This episode explores why selling a home is often the largest financial event of a person’s lifetime, yet many sellers rely on outdated assumptions or default advice. Tim explains how traditional real estate models can introduce friction, delays, and misaligned incentives, and why listing brokers often act as gatekeepers in the transaction process. Steven and Tim discuss real world experiences with listings, buyer behavior, offer evaluation, and how homeowners and investors can make smarter decisions by focusing on efficiency rather than noise.

The conversation also covers how technology has reshaped real estate, why online platforms have changed buyer expectations, and how sellers should think about time on market, carrying costs, and offer structure instead of just headline price. Tim breaks down when selling without an agent makes sense, when it does not, and why understanding psychology and incentives is critical in any transaction.

They also touch on broader topics including mistakes as learning tools, the limits of traditional education, and why practical financial knowledge often matters more than credentials. This episode is especially relevant for homeowners considering selling, real estate investors managing portfolio exits, and anyone who wants a clearer understanding of how real estate transactions actually work today.

Guest Information

Tim Street
Founder of FoolProof FSBO

Main Website
https://foolprooffsbo.com/

Seller Temperament Quiz
https://foolprooffsbo.com/quiz

Investor Resources
https://foolprooffsbo.com/investors

Social Media

YouTube
https://www.youtube.com/@foolprooffsbo

Facebook
https://www.facebook.com/foolprooffsbo

Other Platforms
Tim stated his handle across platforms is foolprooffsbo

Send The Host, Steven Weinstock, a comment

🎙 About Steven Weinstock
Steven Weinstock is a real estate investor and founder of WeCapital and the Goethals Capital Fund. Since 2001, he has built a diverse portfolio of residential and multifamily assets while helping investors access passive income through strategic real estate opportunities. On this podcast, he shares real-world insights on investing, capital raising, and what it really takes to build and scale in today’s market.

📩 Want to invest or get in touch?
Visit: www.WeCapitalX.com

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YouTube: https://www.youtube.com/@TheWealthClockPodcast