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Oct 21, 25
12 min read

What To Do When Your Job Doesn't Offer Health Insurance: Step-by-Step Guide

Lost employer coverage? Step-by-step guide to getting healthcare without a job. Find your path: subsidies, DPC, COBRA, or special enrollment.

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If your job doesn't offer health insurance, you're probably stressed about what to do next. Take a breath—you have more options than you think, and most people qualify for help they don't know about.

You're far from alone: 64.7% of uninsured workers are employed by companies that simply don't offer benefits. Whether you're self-employed, working for a small business, or between jobs, this guide will walk you through your best options in about 15 minutes.

Source: Kaiser Family Foundation, December 2024

One important reminder: Any coverage beats no coverage. Medical debt remains the leading cause of bankruptcy, so the goal is to get protected first—you can always optimize your plan next year.

Start Here: Find Your Path

Which describes you best? Choose the path that matches your situation:

Not sure about your income? Start with last year's tax return and adjust for any changes this year. Subsidies use your "Modified Adjusted Gross Income" (MAGI)—but don't let the jargon scare you. For most people, MAGI is simply your total household income before standard deductions. If you're unsure, estimate slightly high to avoid owing money back at tax time.

Path A: The Subsidized Path

Income under $62,600 individual / $128,600 family

Your Best Options (In Priority Order)

Medicaid Can Cover Bills From the Past 3 Months

Had an ER visit or hospitalization recently? This is the opportunity most people miss: Medicaid coverage is retroactive. If you qualify, it can pay for medical bills you've already received—potentially saving you $10,000 or more.

Income limits (2025):

  • Expansion states: Up to $21,597 (individual) / $44,367 (family of 4)
  • Non-expansion states: Limits vary widely—often much lower
  • Pregnant women and children often have higher limits

What to do: Apply at Healthcare.gov or your state Medicaid office. It takes about 20 minutes, and even if you're not sure you qualify—apply anyway. There's no penalty for checking.

Source: Code of Federal Regulations, Title 42, Section 435.915 - "Retroactive coverage." https://www.ecfr.gov/current/title-42/chapter-IV/subchapter-C/part-435/subpart-J/subject-group-ECFR8fa41d2938b8fd6/section-435.915

Already Have a Medical Bill?

Even with the right coverage, billing errors happen. Our AI scans your itemized bill in seconds to find overcharges, duplicates, and coding mistakes.

Path B: The Optimization Path

Income over $62,600 individual / $128,600 family

When you don't qualify for subsidies, traditional insurance becomes expensive. Here's how to optimize.

Your Best Options (In Priority Order)

DPC + Bronze HDHP - The Clear Winner

Direct Primary Care (DPC) is a monthly membership with a doctor—flat fee, routine visits included, no insurance hassles. Pair it with a high-deductible plan for catastrophic coverage.

The math without subsidies:

  • Bronze HDHP: $380-420/month
  • DPC membership: $75-100/month
  • Total: $455-520/month
  • After 2026 HSA tax savings: $350-415/month net cost

Compare to alternatives:

  • Unsubsidized Silver: $497/month (with worse access)
  • Unsubsidized Gold: $587/month
  • COBRA: $600-2,000/month

Why this wins for healthy high earners:

  • Better primary care than any insurance plan offers
  • Protected against catastrophic events
  • HSA triple tax advantage
  • Predictable costs
  • No insurance hassles for routine care

Real example: A 35-year-old software engineer in Austin pays $85/month for DPC + $395/month for Bronze HDHP = $480/month total. With HSA contributions in the 24% tax bracket, the effective cost drops to $367/month. His DPC covers routine visits, and he pays $4 for a 90-day supply of his allergy medication.

Sources:

  • DPC Frontier Mapper, "Direct Primary Care Practice Mapper." https://mapper.dpcfrontier.com
  • Healthcare.gov, "See 2025 health insurance plans & prices." https://www.healthcare.gov/see-plans/
  • Example based on Texas DPC practices including Euphora Health (Austin). https://euphorahealth.com

Path C: Special Timing Situations

These events create special enrollment periods—but you only have 60 days to act

Did any of these happen to you recently?

  • Lost job or employer coverage
  • Turned 26 (or will soon)
  • Moved to a new area
  • Had a baby or got married/divorced

If so, count 60 days from that event—that's your deadline to enroll. Miss it and you'll wait until next November's Open Enrollment.

🎂 Turning 26—Your Healthiest Years Need Smart Coverage

Your timeline:

  • Employer-sponsored plans: Coverage ends on the last day of the month you turn 26
  • Marketplace/ACA plans: Coverage lasts through December 31 of the year you turn 26
  • 60 days before and after losing coverage to enroll in new Marketplace plan
  • Can use parent's address for subsidy calculation if still dependent

Source: U.S. Department of Labor, "Young Adult Coverage Under the Affordable Care Act." https://www.dol.gov/agencies/ebsa/about-ebsa/our-activities/resource-center/faqs/young-adult-and-aca

Your best options at 26:

Option 1: DPC + Catastrophic Plan (Under-30 exclusive)

DPC (Direct Primary Care) is a flat-fee doctor membership—typically $75-100/month for routine visits and direct text/phone access.

  • Catastrophic plans: ~$350-370/month average (only available under 30)
  • Add DPC: +$75/month
  • Total: $425-445/month
  • Perfect for healthy 26-year-olds who want doctor access via text
  • Note: Premium subsidies cannot be used with catastrophic plans

*Sources:

Option 2: Stay on Parent's Plan

  • Costs them: $200-400/month extra
  • Worth it if: They're willing to pay and you need specific specialists

Option 3: DPC + Bronze HDHP

  • Total: ~$350-450/month depending on location
  • Builds HSA savings early (huge benefit compounding over time)

Action: Start shopping 30 days before birthday. Don't wait until you age off.

🚨 Just Lost Your Job—You Have Options

Your critical timeline:

  • 60 days to elect COBRA (can be retroactive)
  • 60 days for Marketplace special enrollment
  • Medicaid available immediately if income dropped

Source: U.S. Department of Labor, "FAQs on COBRA Continuation Health Coverage for Workers," 2025. https://www.dol.gov/sites/dolgov/files/ebsa/about-ebsa/our-activities/resource-center/faqs/cobra-continuation-health-coverage-for-workers.pdf

COBRA vs. Marketplace—which is right for you?

Choose COBRA if...Choose Marketplace if...
You're mid-treatment with specific doctorsYour income dropped (you may now qualify for subsidies)
You need to keep your current networkCOBRA costs more than $500/month
You can afford $600-2,000/monthYou're healthy and can switch networks
You expect to find new employer coverage soonYou want to explore DPC options

Important: You can elect COBRA up to 60 days after losing coverage, and it's retroactive. This gives you a "safety net"—if you have a medical emergency before enrolling in a new plan, you can elect COBRA after the fact to cover it.

📦 Moving to New Area

Your opportunity: Moving triggers special enrollment + potential cost savings

Price variations to consider:

  • Vermont Silver: $1,277/month
  • New Hampshire Silver: $325/month

Action before moving:

  • Check new area's Marketplace prices
  • Research DPC availability
  • Consider state Medicaid if moving to expansion state

Timeline: 60 days after move to enroll

Source: Healthcare.gov, "Qualifying Life Event (QLE) - Moving to a new home." https://www.healthcare.gov/glossary/qualifying-life-event/

👶 Pregnancy or Planning—Special Rules Apply

If pregnant:

  • Immediate special enrollment in all states
  • Medicaid income limits often higher (up to 200-300% FPL)
  • Coverage can be retroactive

If planning:

  • Enroll during Open Enrollment for January 1 coverage
  • Choose Gold plan if possible (lower deductibles)
  • DPC generally doesn't cover prenatal/delivery

Source: Healthcare.gov, "Having a baby? You can sign up for health insurance." https://www.healthcare.gov/coverage-outside-open-enrollment/special-enrollment-period/

How to Actually Enroll

Documents You Need Ready

For Healthcare.gov:

  • Social Security Number
  • Income documentation (pay stubs, tax return, or self-employment ledger)
  • Current coverage information (if any)
  • Employer coverage info (even if not taking it)

For DPC Enrollment:

  • Insurance card (for your HDHP)
  • Medication list
  • Medical history summary
  • Payment method for monthly membership

Estimating Income—The Most Critical Step

If employed:

  • Use year-to-date pay stub
  • Project forward including expected bonuses
  • Include spouse's income

If self-employed:

  • Use last year's Schedule C as baseline
  • Adjust for known changes
  • Can use bank statements if needed

Critical: Underestimating income means paying back subsidies. Overestimating means missing out on help. Update if income changes more than 10%.

When Coverage Actually Starts

Marketplace plans:

  • Enroll by 15th of month → Coverage starts 1st of next month
  • Enroll after 15th → Coverage starts 1st of month after next

Source: Healthcare.gov, "When coverage starts & ends," 2025. https://www.healthcare.gov/quick-guide/dates-and-deadlines/

DPC membership:

  • Usually starts immediately upon payment
  • Some practices prorate first month

COBRA:

  • Retroactive to day after employment ended
  • Must pay all back premiums

Source: Department of Labor, "COBRA General Notice," 2025. https://www.dol.gov/sites/dolgov/files/ebsa/laws-and-regulations/laws/cobra/model-general-notice.pdf

Payment Timing Gotchas

Common mistakes:

  • Marketplace requires first payment before coverage starts
  • Auto-pay sometimes fails first month—set reminder
  • DPC bills separately from insurance
  • HSA contributions can't exceed annual limit even if starting mid-year

Don't Overpay on Your Medical Bills

Up to 30% of medical bills contain errors. Whether you're newly insured or paying out-of-pocket, our AI spots overcharges and billing mistakes instantly.