Published: October 29, 2025

Healthcare Planning: The FI Wildcard

Healthcare planning for FI

Healthcare can be the single biggest swing factor in your FI plan. Here’s the standard playbook—plus creative options many people overlook.


The “standard” paths (pre-65)

  • ACA Marketplace: Control MAGI to qualify for premium credits; choose high-value Silver plans with CSR if eligible.
  • COBRA / Retiree coverage: Useful as a bridge year (e.g., between jobs and ACA open enrollment).
  • HSA strategy: Pair HDHP + invest HSA; pay expenses out of pocket now, reimburse later tax-free.

Post-65 (Medicare)

  • Understand A/B/D basics and timing to avoid penalties.
  • Medigap vs Advantage: Medigap = broader access/predictability; Advantage = network-managed tradeoffs.

Hidden costs to budget explicitly

  • Dental, vision, audiology.
  • Fertility, maternity, mental health.
  • Long-term care risk; consider partial self-funding or hybrid policies.

Out-of-the-box options (pro/cons)

  • Direct Primary Care (DPC): Monthly membership for unlimited primary care; pair with a wraparound catastrophic plan.
  • Part-time employment for benefits: Some employers offer health insurance at 20–30 hrs/week—acts like a subsidy while preserving lifestyle.
  • Medical tourism: Elective procedures abroad with accredited hospitals; plan for follow-up care at home.
  • Expat/Global insurance: If living abroad part/all year, international policies can be cheaper with quality networks.
  • Healthsharing ministries/ALOs: Not insurance; lower costs but real coverage gaps and contract risks.
  • Self-insuring deductibles: Maintain a dedicated “medical reserve” to raise deductibles and cut premiums.

MAGI management (the lever you control)

  • Prioritize taxable withdrawals/dividend control, Roth conversions, and capital gains timing.
  • Use charitable tools (QCDs post-70½, donor-advised funds) to hit bracket targets while meeting giving goals.

Case study: retiring at 50

Target spend $70k; by blending taxable withdrawals + small Roth conversions and limiting ordinary income, a couple can retain ACA support and lower lifetime tax—while keeping a DPC membership for primary care access.

Your annual healthcare checklist

  1. Estimate next year’s healthcare line item (premiums + OOP max + routine care).
  2. Choose a plan during open enrollment that fits your providers and expected usage.
  3. Set a medical reserve equal to your plan’s OOP max.
  4. Map MAGI targets for subsidies/IRMAA and plan conversions/withdrawals accordingly.
Bottom line: Treat healthcare like a project: define requirements, pick a strategy, and review annually. Creativity can save thousands without sacrificing care.

Related: The Hidden Costs of FI People Forget to Plan For