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
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