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[#027] My First Billion: Grief Doesn't Knock my first billion May 01, 2026

Monday morning I woke up and something felt off.

I couldn't pinpoint it, I just felt a heaviness.

Then I looked at the date.

April 27th, which is my mom's birthday.

She passed 14 years ago and grief still finds its way in at times.

Then I found out one of our church members died in a car accide...

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[#026] My First Billion: Curaçao my first billion Apr 24, 2026

I'm recording this talk to text from a lounge chair by the pool.

Vanessa is next to me and the water is the kind of blue you think only exists in screensavers.

We've been here since Monday and don't go back until Saturday.

I want to be honest about something because this newsletter is about docum...

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[#025] My First Billion: I Left Early my first billion Apr 17, 2026

The last few days, I’ve been in a room in Sarasota with some sharp entrepreneurs nerding out on some next-level growth strategies and I booked an early flight home.

Here's why…

This week started Monday with a couple meetings.

Brought on a team to dial in our entire front-end organic engine...

I'...

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[#024] My First Billion: Q2 Is Open my first billion Apr 10, 2026

I've been conscious of my pace this week in a way I haven't always been.

Sleeping in on the days my body needs it.

Resting without guilt and not filling every quiet moment with activity just to feel productive.

There's a version of building that comes from rest, and there's a version that comes f...

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[#023] My First Billion: Resurrection Season my first billion Apr 03, 2026

Today is Good Friday.

And I don't think it's a coincidence that I'm writing this particular newsletter on this particular day.

Because this week, realized something…

A lot has died recently.

The sales team.
The workshop model I was doing.
The identity that was built around proving something inst...

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[#022] My First Billion: The Purge my first billion Mar 29, 2026

I started Monday differently than most Mondays.

It started as it normally does…

Did morning routine with the fam and took the kids to school.

I came back and spent the first part of the day in God's presence.

Now I usually start the day reading the Word, however, Monday felt a little heavier for...

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[#21] My First Billion: The Data Doesn't Lie my first billion Mar 29, 2026

Two attendees called the Strategic Scale Client-only bootcamp we hosted Friday and Saturday a Business Revival. 

That's the only way I know how to describe it too.

37 registered, 30 showed up, and two full days of deep work with our Advisory Board members that I won't ever forget.

Friday I reve...

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[#20] My First Billion: The Snowball Effect my first billion Mar 13, 2026

Warren Buffett named his biography, “The Snowball Effect.”

The idea is simple…

Wealth, skill, and reputation don't get built in moments.

They get built by starting small, staying consistent and letting the power of compounding do what compounding does over time.

A snowball doesn't look like much...

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[#019] My First Billion: Build Week my first billion Mar 06, 2026

Some weeks are about decisions, and some weeks are about direction.

This week was about neither.

This week was about execution.

Monday, I started where I always try to start the month, with a review via my personal board meeting.
Looking back at February and planning March, making sure what I'm w...

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[#018] My First Billion: Lighter my first billion Feb 27, 2026

Some weeks the headline writes itself.

This was one of those weeks.

Monday afternoon, I made a decision I'd been circling for a while…

I let the entire sales team go. Sales manager included.

Not because she isn't talented.
She's phenomenal as a person.

But the numbers weren't making sense…

The...

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[#017] My First Billion: The Week You Don't See Coming my first billion Feb 21, 2026

There's a version of this journey that looks like big announcements every week.

New launches. Massive wins. Clean, linear progress.

This wasn't that week.

And honestly, I think this week was more important because of it.

We kicked off Monday with me making a call I didn't expect to make…

I resc...

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[#016] My First Billion: Recalibration Season my first billion Feb 13, 2026

If I had to describe this week in one word, it would be:

Recalibration.

Monday started with my monthly CEO Update, the internal letter I send to our team at Strategic Scale Institute monthly.

Jim Collins once said:

“Building a visionary company requires 1% vision and 99% alignment. When you have...

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