Cassindy Chao, 57, left a demanding finance career at JPMorgan and Goldman Sachs to pursue matchmaking full‑time. After years of long hours and struggling to thrive in investment banking, she realized her creativity and energy were better spent elsewhere.
Goldman Sachs to Matchmaking
Inspired by college experiences and later training, she began matchmaking as a side hustle while working in corporate restructuring. In 2022, at age 54, she transitioned fully into the profession. Chao says her age and life experience are now assets, giving her wisdom and perspective that clients value. She finds fulfillment in creating unexpected matches and enjoys independence in her work.
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