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Success & Growth

Build better teams, smarter systems, and a business that runs without you.

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Nobody Knows What This Actually Costs to Deliver...

Growing revenue and growing losses can look identical

AI Native is a mechanism. Not an outcome. Stop leading with it.

Your customers don't care how you built it. They care what changed.

Five reasons Claude gets it wrong.. even in the right use case

It’s probably not a flaw in the model. It’s probably one of these five things.

Nobody's watching the AI bill. But that's about to change.

The AI bill is real. The ROI isn’t proven. And someone has to own the gap.

5 AI Workflows You Can Set Up This Weekend (And Feel the Impact Next Week)

Most teams are trying to boil the ocean with AI. You don't have to. Pick one. Your future self will thank you.

What Eric Ries Got Right.. and the One Thing I Think He's Still Fighting Uphill

My takeaways from Lenny Rachitsky's interview with the author of The Lean Startup.. and why it made me think differently about what I'm building.

We Used AI to Run a Full Hiring Loop. Here’s What It Did.. and What It Couldn’t.

A real case study on where AI added genuine value in hiring, and where humans still had to own the call.

"Are We Moving Too Fast With AI?” — I Heard It From My Clients. I Heard It From Netflix. They’re Not Wrong.

Why intentional beats fast — and the framework I built to make sure every AI initiative actually earns its place.

Everyone’s Feeling the AI Feels Right Now. Here’s What I Heard This Week.

A field report from the ATLCS Summit and an invite-only AI deployment session with Netflix, Indeed, and ServiceTitan.

HubSpot just got a lot more capable. Here's what's worth using.

How I decide when to use HubSpot natively, when to bring in Claude, and when a new tool is actually worth it.

The Cruise Director: Why the Best CS Teams Lead — and Don’t Wait to Be Led

The first in a series on the five phases of a high-performing customer strategy.

How I Simplified Renewal Prep With Claude — and What Has to Be True for It to Work

How I built a Claude-powered renewals co-pilot — and why setting expectations with your team matters just as much as the build itself.

What I’ve Actually Learned From Embedding Claude Into My GTM Workflows

The honest, unfiltered version — including where I still trust humans over AI.

Fewer humans isn't the goal. A better product is.

Why the companies winning with AI started with product maturity, not headcount cuts.

AI Is the Moving Walkway

Some people are sprinting. Some are walking. Some are still deciding whether to step on.

The Space to Rise - Part 2: You Say You Want Ownership

This is what happens when you get it.. and what leaders are watching for.

The Space to Rise

Why your team won’t rise if you never give them room.

The Difference Between Reporting and Interpreting

Why dashboards don’t create clarity and what great operators do instead

Retention is a Team Sport

When one team owns the customer but every team controls the experience, things break

2025 Reflections and What I'm Thinking About Next

On walking away, building differently, and learning to trust your own momentum.