The richest PMMs are the ones with the most freedom

I want to be rich. I mean filthy…stinking…rich.

The level of rich where you can say “F**k you” to anyone without consequences (other than maybe a knuckle sandwich.)

Oh…you thought I was talking about money?

Maybe at one point in my life, I was. But I’ve found a new way to get rich and it feels a lot better than watching numbers in the bank account.

I’m talking about creative freedom. And now that I’ve had a taste, it’s the one thing I can’t live without.

Let’s have some fun…

💰 The best type of money comes without strings

Growing up with 2 brothers and a single mom was tough. I still remember what it was like to worry about a paycheck.

Instead of learning about the value of a dollar, I learned a different lesson.

Earning that dollar is stressful.

And so it’s easy to see the wall of Jordan’s behind me.

What you don’t see…a young boy settling for KSwiss and Phat Farms.

Is that part of my motivation? Sure.

But if I ever get the courage to go to therapy then they will probably tell me to “heal up, homie.”

So now that I’ve been chasing money for over 10 years…I’ve had a new realization. And it was because of our conversation with Devin Reed.

The richest people (in SaaS at least) are the ones with the most creative freedom.

I worked on a team at Klue who doesn’t play by normal marketing rules.

Heck…I co-founded We’re Not Marketers…who has no rules.

And I’m seeing the positive impact on my mind, and my output.

So my tip to you is, whether you’re in house or doing your own thang…stop doing the shit that drives you crazy.

If you’re doing fractional then you need to pick a niche that you love. STOP BEING A FRACTIONAL PMM, and be a niche consultant instead.

And for my fellow in-house folks, that might mean working with your boss on a new job description. I helped Hunter Sones at Klue do just that.

🎙Featured Episode (with Devin Reed)
Why your messaging briefs get thrown in the trash 💀

Product marketing and content marketing—are they allies, or just frenemies in disguise?

In this episode, Devin Reed (ex-Gong, ex-Clari, and host of Read Between the Lines) joins the crew to dish out his hot takes

on the tension between PMMs and content marketers, why most messaging decks collect dust, and the real secret to making content that resonates.

If you’ve ever questioned whether product marketing is actually marketing (or just internal storytelling), this one’s for you.

• The biggest mistake product marketers make when handing messaging to content teams

• Why most positioning and messaging decks never make it into real-world content

• How to bridge the gap between internal messaging and market-facing storytelling

• The “two-sentence test” for making sure your messaging actually lands

• When it’s too candid—how to balance bold positioning with market perception

• How to write messaging that actually reflects what customers say

🎧 Listen now to hear Devin unfiltered take on product marketing, messaging mistakes, and how to win the content game.

SAVE THE DATE FOR S4

And that’s a wrap on season 4 with your favorite PMMisfits. We fooled you once and said we’re killing the pod.

Since we know you can’t take that type of heartbreak again, stay tuned while we take a little break.

After that, we’re launching Season 4 on March 6th, 2025 🎙️💀💀