Decide when you get to leave
before you want to.
Most exit plans die one of two ways: you quit on a feeling and the side income has to pay the mortgage before it's ready, or "enough" never gets a number and the date keeps sliding. The fix is a rule written in advance. This is the one I run my own exit on: three conditions, all true at once.
The income has to come from somewhere. List what you're building or could build, and run each one through three tests. For the full math on one engine, use Engine Economics.
| Engine | Uses what you already have? | Hours to win a customer | Income |
|---|
Where the rule comes from: the shape is the Barbell. Keep the safe job on one end and build something that earns without your hours on the other. The leverage idea is Naval Ravikant's, and the name is Nassim Taleb's; I wrote my version into Chapter 11 of Root Access. Living it sharpened the trigger: replace your bills, not your salary; demand twelve months of real income, not one good month; and write the reserve and health coverage into the rule, because implicit is where plans break.
This is a planning tool, not tax, legal or financial advice. Run the numbers that matter with someone who can see your whole situation.
Engine Economics: what a side business really pays per hour, before you spend a year on it.