STRATEGIC SCALE PODCAST
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SUBSCRIBE TO THE PODCASTThis week’s been all about operationalizing what we’ve been building behind the scenes…
From team shifts and campaign revamps…
…to locking in high-leverage partnerships and content systems.
Let’s Get 2 It!
Strategic Planning & Ops
- Kicked off the week with our monthly strategic planning call w ...
Here’s what happened inside the business this week…
The real numbers, systems, breakthroughs, and breakdowns on the path to building a billion-dollar portfolio.
My #1 Rule for Negotiation (That Most Ignore)
This week, I was finalizing a deal with a new portfolio partner.
As we wrapped terms, it ...
If Week 1 of this newsletter was the high…
And Week 2 was the “I almost quit” moment…
Week 3 was the full entrepreneurial rollercoaster in real-time.
From backend breakdowns to big breakthroughs, here’s what happened this week in the journey toward my first billion.
Monday – Maestro Mode + Strat...
16 years ago, I was doing club promotions here in Atlanta.
My angle was “Industry nights.”
Independent artists could pay $25 to perform one song.
The winner walked away with $250.
Back then, my industry name was Chill Gates.

“Chill” because I’m naturally laid back.
“Gates” because at the tim...
This isn’t advice. It’s the journey—in real time.
Welcome to My First Billion, a public field journal documenting my climb to build a $1B portfolio of companies designed to transform education.
For years, I’ve been building quietly behind the scenes—that’s my natural rhythm.
But now, it’s time to ...
Billionaire Robert Smith just taught me two things that I had to share with you.
Just in case you're not aware of who Robert is...
He's said to be one of the wealthiest Black American history and the founder of Vista Equity Partners (they acquire majority stake ownership in enterprise software com...
As I approach another year of life—I can’t help but reflect on what this next season of life means.
Turning 40 signifies new growth, transformation, and transitioning from one great task to another.
One concept that has truly changed my perspective is something called "The Time Billionaire."
The ...
In a recent episode of The Strategic Scale Podcast, I had the pleasure of sitting down with Tyrell Brown, the Co-Founder of the Struggle Before Success movement. Tyrell has built an incredible community and brand, but like many entrepreneurs, he’s been facing some growth challenges. During our co...
If you’ve ever chased after what others say you should—money, status, power, followers—you might wake up one day to find you've won the wrong game.
I know because I’ve spent a lot of time playing these “multi-player games.”