How He Bought a $650K/yr Business (After 25 Years on Wall Street)

How He Bought a $650K/yr Business (After 25 Years on Wall Street)

July 20, 2026 · 44 min · Episode 114

About this episode

In this episode, Jay discusses his transition from Wall Street to owning a business, detailing his acquisition process and early experiences as a business owner.

Want help buying a business? https://smbdealhunter.link/pro-yt In 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-day Subscribe 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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