The Side Hustle Rule Your Boss Breaks Every Single Day

My former CEO stood in front of the whole team and said: no side hustles. Too distracting. The company needs your full commitment. He had three board directorships, two committee seats, and multiple rental properties. He wasn’t lying to be cruel. He was protecting what he’d built — and hoping you wouldn’t notice the gap between what he said and what he did. I noticed too late. I went all-in on one company for a decade. $5M revenue, 30 staff, everything I had in one place. Then the partners changed, the investors pulled out, and I spent three months not knowing what to do with myself at 9 am on a Monday. Then I drove Grab. This video is what I learned from that — and what your boss already knows that nobody taught you. What is covered: 00:00 Side Hustle Hypocrisy 00:27 Leaders Diversify Quietly 01:41 The Loyalty Deal Died 02:18 All In Then Burnout 03:04 Uber And Identity Loss 03:21 Diversify Without Seniority 03:49 Build Assets Under Your Name 04:03 Writing Builds Reputation 04:30 Fractional Work And Niches 05:43 Commitment Versus Concentration 06:06 What Equity Are You Building 06:42 Do As They Do Get full access to Will That Work? at www.adriantan.com.sg/subscribe