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Insurance & Risk Management

Annual Benefits Review Checklist

Overview

Use this checklist annually during your employer’s open enrollment period (or year-end) to make sure your benefits align with your financial goals, healthcare needs, and protection strategies.

Health Insurance

  • Review your current health insurance plan (HDHP, PPO, HMO) and coverage needs.
  • Compare premiums, deductibles, and out-of-pocket maximums.
  • Evaluate if an HSA (with HDHP) or FSA fits your situation.
  • Use or plan your FSA balance (remember the “use it or lose it” rule).
  • Consider Dependent Care FSA if you have eligible childcare or dependent expenses.
  • If self-employed or not covered, review Marketplace options during open enrollment (Nov 1–Jan 15).
  • If 65+, review Medicare Part C & D coverage (Oct 15–Dec 7) for changes in costs or providers.

Disability Insurance

  • Confirm whether you have short-term disability coverage (3–6 months, 70–80% salary).
  • Review the elimination period (30–90 days) for short-term coverage.
  • Check long-term disability enrollment (40–70% salary coverage).
  • Understand long-term disability elimination period (90–180 days).
  • Decide whether to pay premiums pre-tax (benefit taxable) or after-tax (benefit tax-free).

Life Insurance

  • Review your group term life insurance coverage (usually 1–2x base salary).
  • Note any taxable portion (coverage over $50,000).
  • Consider increasing coverage if needed.
  • Evaluate spousal coverage options if your spouse lacks insurance.
  • Reassess your total life insurance needs (employer + personal coverage). If you are unsure, your financial advisor can help you run an analysis to determine if there is additional need.

Retirement Accounts

  • Review contributions to 401(k), 403(b), 457, TSP, or SIMPLE IRA plans.
  • Adjust contribution amounts during available update periods.
  • Maximize pre-tax contributions to reduce taxable income.
  • Revisit investment allocations and beneficiaries.
  • Confirm you’re on track for long-term savings goals.

What this checklist covers

  1. 1Health insurance
  2. 2Disability insurance
  3. 3Life insurance
  4. 4Retirement accounts

Related Resources

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