Ages 50-59

Your 50s Financial Planning Checklist

The retirement countdown is on. Your 50s are about finalizing your retirement strategy, maximizing catch-up contributions, and ensuring you're 100% ready to retire on your terms.

10-15
Years to Retirement
6-8x
Target Net Worth
62-67
SS Claiming Age
Ready
Retirement Prep
View Complete Checklist

Your Complete Financial Checklist

Final decade before retirement—ensure you're fully prepared for the next chapter

1. Complete Comprehensive Retirement Readiness Assessment

Run detailed projections to confirm you have enough saved. This is your last chance to make major course corrections before retirement.

Action Steps:

  • Target net worth: 6-8x annual salary by age 55, 8-10x by age 60
  • Calculate total retirement income from all sources (401k, IRA, SS, pension)
  • Run Monte Carlo simulations (90%+ success rate for comfort)
  • Work with CFP to stress-test plan against inflation and market downturns

2. Optimize Social Security Claiming Strategy

When you claim Social Security can cost or gain you $100K+ over retirement. Most people should wait until 70, but your situation may differ.

Action Steps:

  • Create My Social Security account at ssa.gov to verify earnings record
  • Age 62: 70% of full benefit | Age 67: 100% | Age 70: 124% (8% increase/year)
  • If married, coordinate with spouse for maximum household benefit
  • Consider breakeven analysis: Waiting until 70 breaks even around age 80

3. Plan Healthcare Coverage Until Medicare

If you retire before 65, you'll need private health insurance. This can cost $500-$2,000/month. Medicare starts at 65—understand your options now.

Action Steps:

  • If retiring before 65: Budget $6K-$24K/year for health insurance
  • Explore COBRA (18 months), ACA marketplace, or spouse's coverage
  • Enroll in Medicare during 3-month window around 65th birthday
  • Understand Parts A, B, D and Medigap/Medicare Advantage options

4. Become Debt-Free Before Retirement

Entering retirement debt-free dramatically reduces monthly expenses and financial stress. Make it a priority to eliminate all debt by age 65.

Action Steps:

  • Pay off mortgage before retirement (or have clear 5-year payoff plan)
  • Eliminate all credit card, auto, and personal loan debt
  • If mortgage balance is low, consider lump-sum payoff from savings
  • Goal: Reduce fixed expenses to 50% or less of retirement income

5. Gradually Reduce Portfolio Risk

As you approach retirement, shift from growth to preservation. A 30% market crash at 58 takes longer to recover than at 38.

Action Steps:

  • Target 60-70% stocks, 30-40% bonds in early 50s
  • Shift to 50-60% stocks, 40-50% bonds by age 60
  • Create 1-2 years of living expenses in cash/bonds (reduces sequence risk)
  • Avoid panic selling in downturns—stick to your allocation plan

6. Create Detailed Retirement Spending Plan

Most people underestimate retirement expenses. Build a realistic budget that accounts for healthcare, travel, hobbies, and inflation.

Action Steps:

  • Track current expenses for 6 months to establish baseline
  • Project retirement expenses (typically 70-80% of pre-retirement income)
  • Budget separately for fixed (housing, insurance) vs. discretionary (travel)
  • Plan for 3% annual inflation to maintain purchasing power

7. Plan Tax-Efficient Retirement Withdrawals

The order you withdraw from accounts matters—it can save or cost you tens of thousands in taxes. Strategic withdrawals minimize lifetime tax burden.

Action Steps:

  • Understand tax treatment: Traditional IRA (taxed), Roth (tax-free), Taxable (cap gains)
  • General strategy: Taxable accounts first, then traditional IRA, then Roth last
  • Plan for RMDs starting at age 73 (Required Minimum Distributions)
  • Consider Roth conversions in low-income years (ages 60-70 before SS/RMDs)

8. Address Long-Term Care Planning

70% of people over 65 will need long-term care. At $100K/year for nursing home care, this can devastate retirement savings. Plan ahead.

Action Steps:

  • Evaluate long-term care insurance (best rates in 50s before health issues)
  • Consider hybrid life/LTC policies or annuities with LTC riders
  • Self-insure if net worth exceeds $2M+ (can cover costs from savings)
  • Discuss expectations with family and establish healthcare directives

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