The White-Collar Exit

The Exit-Ready Checklist

Companion to "The People Who Will Have Opinions" and "Crossing Over & Going Deeper."


One page, cleared before you cross. Every line gets a date or a number, not a feeling.

The numbers

Runway, in months of expenses set aside months
Monthly household expenses the runway covers$
Conservative ramp income expected (first year, priced low)$ / month
Checkpoint date: the "we decide again" review, on paper

The one-sentence answer

Rehearsed until boring to you. Write it here:

What I do now, one sentence
Rehearsed out loud, times, on dates

The insurance decision

Option priced in monthly numbers (COBRA / marketplace / spouse plan / Medicaid)
Monthly cost, in the budget$
Decision made before crossing, not during

The conversation list

Runway math finished, in months, on paper, where you can point at it. One checkpoint date already chosen for the "we decide again" review. The one-sentence version of what you do, rehearsed until it's boring to you. The fear you're actually addressing, named in your head before you open your mouth. Permission to not announce anything yet, if you're taking the quiet route.

The three doors

Door chosen: Date: