Supporting self-employed and self-funded founders in starting, growing, and running successful businesses on their own terms. Strategy, finance, operations, and personal wealth.
Feb 19, 2026
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11 min read
It’s time to feed Uncle Sam
Feb 11, 2026
12 min read
You can live abroad with a U.S. business. Here’s how you do it.
Feb 4, 2026
10 min read
Know these definitions, make better business decisions.
Jan 28, 2026
Delegating sounds great... on paper. But it’s not always easy.
Jan 21, 2026
We were already dealing with a lot. This week is different.
Jan 15, 2026
9 min read
If checking boxes calms, this tax task has got you
Jan 7, 2026
14 min read
You’ve got more going out than coming in... what now?
Dec 31, 2025
2025, we punt you toward a black hole
Dec 24, 2025
The “urgent” email you need to make your escape
Dec 18, 2025
When enough things change at once, you don’t get to stay on autopilot.
Dec 10, 2025
‘Tis the season to answer your biggest questions.
Dec 4, 2025
6 min read
Keep January running on rails
Nov 26, 2025
7 min read
This is one of those decisions that pays you back in ways your future self will actually feel.
Nov 19, 2025
Good tax move, bad tax move edition
Nov 13, 2025
Cut through the nonsense
Oct 22, 2025
Why we’re all paying more
Oct 15, 2025
8 min read
A written strategy makes you 30% more likely to succeed
Oct 8, 2025
Plus, my free health insurance webinar
Oct 1, 2025
Managing in uncertainty
Sep 17, 2025
15 min read
Are tariff refunds coming?
Aug 27, 2025
5 min read
A new resource for succession planning
Aug 21, 2025
2026 planning? Come on, lady.
Aug 15, 2025
Aug 7, 2025
I’m back from hiatus
Jun 25, 2025
4 min read
It’s been 24 hours of Peak Entrepreneur
