Your Health Insurance Options (Ranked by Cost)

When you leave an employer, you typically have four options for health coverage. Here they are in order from usually cheapest to most expensive:

1. Spouse's employer plan. If your spouse has employer coverage, losing your own coverage is a qualifying life event that lets you enroll within 30 days. This is usually the cheapest option since employers subsidize a large portion of the premium.

2. ACA Marketplace plan. Leaving a job triggers a 60-day special enrollment period on Healthcare.gov. Depending on your projected income, you may qualify for substantial premium subsidies. A 30-year-old earning $50,000 can often find a Silver plan for $200–$400/month after subsidies — sometimes less.

3. Short-term health insurance. Covers 3–12 months at lower premiums. The trade-off: these plans often don't cover pre-existing conditions and have very limited benefits. Only consider this as a brief bridge if you're healthy and expect new employer coverage soon.

4. COBRA. You can keep your exact same employer plan for up to 18 months — but you pay the full premium plus a 2% admin fee. What cost you $150/month as an employee suddenly costs $600–$850/month because your employer is no longer subsidizing it. COBRA makes sense as a short bridge if you're mid-treatment with a specific provider, but it's rarely the cheapest long-term option.

Your Life Insurance Disappears Too

Employer group life insurance (typically 1–2x your salary) ends when you leave. If you have dependents, this creates an immediate gap. You may have the option to "convert" your group policy to an individual one, but the rates are usually terrible. A better move: buy an individual term life policy before you leave. You can apply while still employed and healthy, lock in your rate, and have continuous coverage.

Disability Insurance: The Forgotten Gap

If your employer provided short-term or long-term disability coverage, that's gone too. Individual disability policies are expensive but essential if people depend on your income. Apply early — disability underwriting is thorough and can take several weeks.

The Timeline That Matters

Before your last day:

Within 30 days of losing coverage:

Within 60 days:

Full guide: Insurance for freelancers and the self-employed