STRATEGIC SCALE PODCAST

This week felt full, but not heavy.

There were workouts, CFO conversations, tax strategy execution, sales leadership syncs, content planning, client delivery, ad management, hiring decisions, and prep for vacation and what’s coming next.

A few years ago, a week like this would’ve felt chaotic. Now...

This week started with something “small” that will matter more than most people realize.

Based on team feedback, I decided we’re changing our CEO Update from weekly to monthly.

Not because there’s less happening, if anything, there’s more, but because the company has reached a point where signal m...

This week was filled with pivots, fresh wins, and some powerful reminders about growth, leadership, and alignment.

Let’s break it down

MONDAY & TUESDAY: Field Trip, Frustration & Flow

I started the week driving down to Jekyll Island for a two-day overnight field trip with my 11-year-old, Royal (a...

This 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...