Supporting self-employed and self-funded founders in starting, growing, and running successful businesses on their own terms. Strategy, finance, operations, and personal wealth.
May 13, 2026
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6 min read
Well, it depends.
May 7, 2026
5 min read
Banks don’t accept sweat equity.
Profit Without Selling Out
Apr 29, 2026
Enter stage left: licensing and franchising
A Business That Works for You
Apr 15, 2026
12 min read
The answer isn’t always ‘hire a person,’ and it’s not always ‘automate it.’
Confidence in Yourself
Apr 9, 2026
13 min read
If you’re waiting for ‘normal’ to return, you’re going to miss something.
About Jill
Apr 1, 2026
Some can say what they do on a billboard. I need a podcast.
Keep Your Sanity
Mar 25, 2026
No, you’re not lazy. Yes, you need a vacation.
Mar 12, 2026
Do you even want to buy a horse ranch?
Nail the Fundamentals
Mar 4, 2026
Retirement savings benefit future you. But most of us want money we can touch right now.
Feb 25, 2026
11 min read
If it’s a maybe, it’s a no.
Feb 19, 2026
It’s time to feed Uncle Sam
Feb 11, 2026
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
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
