MDM 22 | Million Dollar Monday with Henry Yoshida

Raise the Bar · Mar 16, 2026 · 1m

How do you make your first million, and your next? Henry Yoshida breaks down the real story behind his wealth milestones, from earning a retention bonus during the Financial crisis of 2007–2008 amid the Merrill Lynch acquisition by Bank of America, to generating seven figures through startup exits. He shares why ownership — not employment, is the real driver of long-term wealth, and how positioning yourself as an equity holder creates asymmetric upside.

6 Bullet Point Highlights:

His first million came from a retention package during the Merrill Lynch acquisition by Bank of America.

Timing…