The Fifth Quarter Show
Ross Hamilton is a former semi-pro BMX rider who turned a career-ending injury into a real estate empire — 50 rental properties by 24, all through creative financing with no money. He then built Connected Investors, the world's largest network of real estate investors processing $3B in monthly lending requests, and sold it to a Fortune 100 company. Now he's dedicating the next 20 years to Saving Homes — a nonprofit that provides interest-free grants to families facing foreclosure. In this episode, we get into: - How riding with Dave Mirra taught him the power of proximity before he ever made a dollar - Knocking on foreclosure doors at 19 looking like a 12-year-old — and why he kept going back - The fake business partner "Dr. Elliott" he invented to buy time on deals he didn't know how to structure - "Just get to the next telephone pole" — why knowing the next step beats knowing all the steps - No internet, no YouTube, no podcasts — learning real estate from Barnes & Noble books he couldn't afford to buy - Subject to deals and creative financing: how he controlled 30-40x his capital with almost nothing down - The nightmare tenant who faked a seizure in court, sued him for a dead body, and burned the house down - Building Connected Investors by solving his own bottleneck — buyer's list to tech platform - "Flip a property, add a feature" — bootstrapping a tech company with real estate profits - The B2B/B2C model that let him spend $1M/month in ads profitably from day one - Culture is not a buzzword — the moment he realized it after selling to a Fortune 100 company - Immediate commissions, $20K bonuses, and why 2.4% raises don't motivate anyone - The identity death of selling your company — and why he calls himself a "recovering capitalist" - Saving Homes: the self-sustaining nonprofit model that returns capital to save the next family Ross gets raw about building his fortune on other people's misfortune — the tension most real estate investors never talk about. We go deep on the promise he made to himself a decade before launching Saving Homes, the culture clash of integrating into corporate after an exit, and why real success came down to one word: gratitude. Follow Ross: https://www.linkedin.com/in/cirosshamilton/ Move with clarity. Build with soul.
9 episodios
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