Guides to leaving a job well
Fifteen guides covering the decision, the money, the benefits, and the exit itself. Written to be specific: real trade-offs, country differences where they matter, and links to the calculator that does the math for each one.
Start here: the four-guide sequence
- Signs You Are Ready to Quit, confirm the decision is real before planning it.
- How Much Money to Save, set your number, then check it against the quit calculator.
- Health Insurance After Quitting, handle the consequence that costs people the most.
- How to Quit Your Job Safely, execute the exit end to end.
Financial readiness
The money questions that decide whether quitting is viable at all.
How Much Money to Save Before Quitting
Set a savings target built on your obligations, not a generic rule of thumb.
How Long Will Savings Last After Quitting
The runway math, the costs people miss, and why estimates run optimistic.
Quitting Without Another Job Lined Up
Who can absorb the risk, who can’t, and how to shrink the gap first.
Exit execution
Doing the resignation itself properly, sequence, paperwork, and the conversation.
How to Quit Your Job Safely
The complete pillar guide: prepare, decide, resign, and land well. Start here.
Job Exit Checklist
Every task before and after your last day, organized so nothing slips.
What to Do Immediately After Quitting
The first days and weeks: financial triage, admin, and structure.
Benefits & consequences
What happens to the things attached to your job when you leave it.
Health Insurance After Quitting
COBRA, marketplace plans, and how the picture changes outside the US.
Retirement Accounts After Quitting
401(k), pensions, RRSP, super, KiwiSaver, CPF, your options by country.
Unused Vacation Days When Quitting
Where payout is a right, where it isn’t, and how to check before you count it.
Stock Options & ESOPs When Quitting
Exercise windows, tax traps, and the questions to ask before resigning.
Alternatives & transitions
When quitting isn’t the only move, and what to build before or after it.
Signs You Are Ready to Quit
A readiness audit: the financial and practical signals, checked honestly.
Burnout vs Bad Fit vs Time to Leave
Diagnose what’s actually wrong before you treat it with a resignation.
Sabbatical vs Quitting
Buying recovery time without spending your runway, when it works.
Side Hustles to Build Before Quitting
A de-risking sequence for building income while you still have a paycheck.
Transitioning to Freelancing After Quitting
Replacing employment with clients: setup, pricing, and the income ramp.
Prefer to start with numbers? The calculators handle the math, and the resources library has the templates and checklists that pair with these guides.