Alan Pentz

Alan built his first company to $35m in revenue and set it up to run itself. Now he helps other owners working toward the same dream.

If AI Makes Your Work Cheaper, What Will You Sell More Of?

Saving hours isn't the real metric

Sep 28, 2026

Why Wait for Private Equity to Fix Your Business?

Build the company a buyer would want, while you still own the upside.

Sep 21, 2026

Why I’m Building Rex Again

An experiment in AI that already knows what it’s supposed to help you do.

Sep 15, 2026

My AI Built a Plan. I Hated It.

Sep 9, 2026

AI Will Take Longer Than I Thought

That's the opportunity

Aug 25, 2026

Building Your AI Chief of Staff

Start simple

Jul 27, 2026

10% of SMBs Take 2/3rds of all the Profits

My AI Manifesto

Jul 13, 2026

From $2M to $10M

The Power of Killing Your Industry’s Bottleneck

Jul 6, 2026

OpenAI and Anthropic have the enterprise wrong

And that's why AI adoption is lagging

Jun 23, 2026

Noble Physicists Shouldn't Work on TikTok Videos

The moat is adoption velocity

Jun 15, 2026

I thought I was building a CRM

I was actually building a proprietary data machine for a niche market

Jun 8, 2026

Your Company's New Operating System

What I'm seeing across the cutting edge AI builders

Jun 1, 2026

The YC kids are coming for SMB services

Garry Tan is launching a jihad against B2B Services Companies

May 26, 2026

Your next hire may be half person, half AI

The job description is becoming an AI operating plan

May 11, 2026

There's No One to Call

So I'm building an army

May 4, 2026

The Harness Wars Have Begun

OpenAI is back in the game

Apr 27, 2026

75% of your work can probably be done by an agent

That's good news

Apr 20, 2026

Your next software vendor needs to answer one question

Dude, where's my MCP connector?

Apr 15, 2026

Last email. Here's what 6 weeks actually does.

One participant explains what changed.

Apr 13, 2026

Only 3 days to build your own AI system

Deadline: Monday at noon. Here's everything.

Apr 10, 2026

AI Can Diagnose but It Can't Testify

AI has no scars but humans do

Apr 7, 2026

The cohort is filling up. Price changes at 11 AM ET

17 People Enrolled. Price Goes Up Today at 11 AM

Apr 1, 2026

The $11,000-Per-Employee Opportunity Your Competitors Don't See Yet

Eat or be eaten

Mar 30, 2026

101 people signed up. Here's why.

We go live today at noon ET.

Mar 25, 2026

AI isn't a helper; It's a worker

The quiet shift from tracking work to doing work

Mar 23, 2026