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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