PlaybookLife insurance· 7 min read · Updated June 2026

Life insurance when you leave a job

That "free" life insurance from work — usually one or two times your salary — disappears the moment you leave. If anyone depends on your income, this is a gap you want closed before you hand in your notice, not after. The good news: replacing it privately is cheaper than most people expect.

Why your group life insurance ends

Employer group term life is a perk of the job, not a policy you own. When you resign, retire, or are laid off, that coverage typically ends within 30 to 60 days of your last day. There's no cash value to keep and nothing to take with you — the death benefit simply switches off. That makes employer life insurance one of the benefits you lose when you quit, alongside health cover and disability protection.

Your two replacement options

What private term life actually costs

Term life is one of the few things in personal finance that's genuinely cheap if you're healthy. As a rough 2026 guide, a non-smoker buying $500,000 of 20-year level term:

"Level term" means the premium and the death benefit stay fixed for the whole term — no surprises. Smoking, health conditions, a larger benefit or a longer term push the price up, but for most people this costs less than a couple of streaming subscriptions.

How much coverage to buy

Two simple rules of thumb get you close:

If no one depends on your income, you may need very little life insurance — or none. Buy for the people who'd struggle without your paycheck, not out of habit.

Term vs whole life

For almost everyone replacing job cover, term wins. Whole or permanent life can cost five to ten times more for the same death benefit, because part of every premium funds a slow-growing savings account inside the policy. Term simply insures the years your family is most financially exposed — paying off the mortgage, raising kids — and lets you invest the difference elsewhere. Keep the insurance and the investing separate.

Lock it in before you quit. Steady employment makes you easy to underwrite — and your health only ever gets harder to insure, never easier.

Buy it before you leave

This is the part people get wrong. Apply while you still have a regular paycheck and verifiable income — it's simpler to qualify, and you avoid a coverage gap during the most financially fragile stretch of your exit. Just as important, you're insuring your current health: any new diagnosis between now and your application can raise your premium or shrink your options. A 20-year policy bought today locks in today's age and today's health for two decades.

Fit it into the bigger picture

Life insurance is one piece of the protection stack you rebuild when you go solo — the others being disability insurance for the self-employed and health cover. Price the whole gap before you leap: run the numbers on your healthcare cost gap, then make sure your runway is real.

Calculate your real escape fund →

Premiums, conversion windows and coverage rules vary by insurer and country — but the order of operations is the same everywhere: insure your income and your life before you walk out the door.

Financial education, not insurance, financial or tax advice. The figures here are rounded 2026 estimates that vary by person — your age, health, smoking status, coverage amount and country all change the price. Get personalised quotes from a licensed agent before buying.