Jason helps founders scale companies. 20+ years leading product and ops at high-growth startups.
Jun 24, 2026
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8 min read
Your team ran the company for two weeks without you. Then you came home, and by Tuesday they'd forgotten how.
Jun 17, 2026
7 min read
Your P&L says you won the month. Your bank account says you're three weeks from missing payroll. Both of them are telling the truth.
Jun 10, 2026
He's kept your product up for nine months, but has anybody recognized his value?
Jun 3, 2026
You spent the money on the technology. The return is sitting with the person you gave a 20-minute heads-up.
May 27, 2026
Your $74,000 leak is invisible from the founder's chair. Sit in a different chair for a week.
May 20, 2026
The senior engineer you cannot afford to lose was supposed to be teaching the junior you decided to skip.
May 13, 2026
9 min read
The big-company AI playbook is making the founder bottleneck worse.
May 6, 2026
12 min read
Three of them belong to AI. The fourth never should.
Apr 29, 2026
5 min read
Your biggest customer is about to ask to pay you less. They're going to win.
Apr 22, 2026
The customers you're protecting with a grandfathered rate are halfway out the door.
Apr 15, 2026
10 min read
Every founder has two sets of numbers. Most pretend they don't.
Apr 8, 2026
11 min read
Your co-founder relationship didn't break. It just got an audience.
Apr 1, 2026
Your product works, but does it have a reason to exist?
Mar 25, 2026
Your team knows why you really made those cuts. And it wasn't artificial intelligence.
Mar 18, 2026
What nobody tells you about the founder breaking point
Mar 11, 2026
13 min read
Your product works. It just can't grow.
Mar 4, 2026
When "lean" stops being a strategy and starts being a coffin
Feb 18, 2026
The fundraising timeline doubled. Your plan didn't.
Feb 11, 2026
You hired people to bring fresh perspectives. Are you actually listening?
Feb 4, 2026
Some hires need infrastructure. Some hires build it. Know which one you're getting.
Jan 28, 2026
Most of what you're tracking is noise. Here's what to watch instead.
Jan 21, 2026
15 min read
Your roadmap isn't the problem.
Jan 14, 2026
The founder's guide to getting out of your own way
