Jason helps founders scale companies. 20+ years leading product and ops at high-growth startups.
May 6, 2026
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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
9 min read
You hired people to bring fresh perspectives. Are you actually listening?
Feb 4, 2026
8 min read
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
