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← EDIT HISTORY17 Aug 2025 · 50 min

He Lied to His Asian Dad About Quitting His Job - Until He Had Proof | Simon Alexander Ong

He Lied to His Asian Dad About Quitting His Job - Until He Had Proof | Simon Alexander Ong17 Aug 202550 min

For years, Simon Alexander Ong told his strict Asian father that the job was "going okay." What he didn't say was that he'd already quietly started coaching clients on the side - building a business in secret, evenings and weekends, until he had three paying clients and a decision to make.

Today, Simon is a bestselling author, international keynote speaker, and one of the most-watched creators in his space - his video "I'm 40. If You're In Your 20s or 30s, Watch This" has 3.9M views. In this episode, we go behind the highlight reel: the double life, the conversations he had with his father once he finally had something to show, and why he says the biggest mistake career-changers make is quitting cold with no foundation.

TIMESTAMPS

(00:00) Introduction

(01:26) Being boxed in by titles

(03:35) Becoming a brand

(06:14) Simon's objections

(08:52) A partner who supports your goals

(15:44) The pressure of having it together

(18:05) A compelling vision

(19:49) Learning vs being an expert

(23:05) Creativity as a differentiator