The SMB Deal Hunter Podcast

How He Went From $60K to $80 Million Using 5 Simple Rules

July 24, 2026·46 min
Episode Description from the Publisher

Want help buying a business? https://smbdealhunter.link/pro-ytIn this episode, Jay breaks down why he walked away from a 25-year Wall Street career to buy a business that was already running, how he closed a $2M deal in about seven months, and what his first month as an owner actually taught him.◼️ Why he stopped building other people's wealth at a New York hedge fund and decided to own the whole thing himself◼️ How he found his business within a day of joining and beat six other buyers without hiring a lawyer to write his offer◼️ The add-backs he uncovered in diligence that pushed his multiple below 3x and lowered the price he paid◼️ How a deal that was 30% real estate cleared SBA financing and an environmental review without blowing the timeline◼️ What running a 40-year-old plant leasing business in 40 hours a week looks like with a 12-year manager on the day-to-daySubscribe to the SMB Deal Hunter newsletter (200,000+ subscribers): https://join.smbdealhunter.xyz/Follow Helen:Twitter: https://x.com/HelenGuo_LinkedIn: https://www.linkedin.com/in/helen-guo-06674523/

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