Sixty is the decade’s inflection point. Retirement is close enough to see, but far enough away that financial decisions made now still have meaningful compounding time. Here are the mistakes to avoid.
Mistake 1: Still Not Knowing Your Social Security Number
By 60, you should know your estimated Social Security benefit at three claim ages: 62, full retirement age (67 for 1960+), and 70. Not knowing this number means you’re making retirement plans without your single largest retirement income variable.
How to check: Log in at ssa.gov/myaccount for your estimated benefits at various ages based on your actual earnings history.
Why it matters: The difference between claiming at 62 vs. 70 is enormous:
| Example Benefit at FRA 67 | Claim at 62 | Claim at 67 | Claim at 70 | Monthly Difference (62 vs 70) |
|---|---|---|---|---|
| $1,500/month | $1,050 | $1,500 | $1,860 | $810/month |
| $2,000/month | $1,400 | $2,000 | $2,480 | $1,080/month |
| $2,500/month | $1,750 | $2,500 | $3,100 | $1,350/month |
Mistake 2: Retiring Without Knowing Your Healthcare Bridge Cost
If you retire before Medicare eligibility at 65, you must fund private health insurance. This is one of the most commonly missed costs in early retirement budgets.
| Retirement Age | Gap to Medicare | Private Insurance Cost (Individual, Age 60+) |
|---|---|---|
| 65 | 0 (Medicare at 65) | $0 additional |
| 63 | 2 years | $15,000-$24,000 per person |
| 62 | 3 years | $22,500-$36,000 per person |
| 60 | 5 years | $37,500-$60,000 per person |
ACA marketplace plans can significantly reduce this if your income is below thresholds for premium subsidies. Managing retirement income to stay within ACA subsidy ranges is a strategic opportunity — or in itself a planning mistake if overlooked.
Mistake 3: Taking a Pension Lump Sum Without Analysis
Many retirees who have pension plans face a choice between a lump sum payout and monthly income for life. The lump sum is usually larger and feels more controllable, but this is often a mistake.
When the monthly benefit wins:
- You expect to live past 80
- You have no dependents who need a death benefit
- You’re not disciplined about investing the lump sum
- The pension has a survivor benefit protecting your spouse
The “pension vs. lump sum” calculation: Divide the lump sum by the monthly benefit to get the number of months needed to “break even.” Example: $400,000 lump sum vs. $2,000/month pension = 200 months (16.7 years). If you’ll live past 83, the monthly payment wins.
Mistake 4: Not Starting Roth Conversions
If you retire before Social Security begins or before RMDs start at 73, you may be in a lower tax bracket than at any time since your 20s. This is the Roth conversion opportunity window.
The 60-73 Roth conversion window:
- Traditional IRA distributions trigger ordinary income tax
- Converting moderate amounts per year locks in today’s rate
- Converted assets grow tax-free and avoid RMDs
- Reduces future RMD amounts which can push you into higher brackets
Conversion amount to target: Fill up your current tax bracket. If you’re in the 12% bracket and could convert $20,000 more before reaching the 22% bracket, converting makes sense. If you’re already at 32%, it’s less clear.
Mistake 5: Underestimating How Long Retirement Lasts
The planning assumption for a 60-year-old should be a 30-year retirement — to age 90. Many retirees plan for 20 years and run financial shortfalls in their 80s.
Survival probability for a 65-year-old (2026 projections):
- 50% chance of living to 85 (male), 88 (female)
- 25% chance of living to 92 (male), 95 (female)
- Married couple: 50% chance at least one lives to 92
A retirement portfolio must support the second half of retirement (80s, 90s) — the period of highest healthcare costs and often diminished ability to earn or adapt.
Mistake 6: Maintaining Excess Life Insurance
If your children are adults and your debts are manageable, expensive life insurance is a retirement income drain.
Life insurance inventory at 60:
- Term life: Is it still active? Does it renew at a much higher rate?
- Whole life: Is the cash value better deployed elsewhere? Consider surrendering or 1035 exchanging to an annuity.
- Do you still need income replacement for a dependent spouse? If so, some coverage may remain appropriate.
The goal isn’t eliminating coverage reflexively — it’s ensuring you’re paying for protection you actually need.
Related: Financial Mistakes in Your 60s | Social Security Claiming Mistakes | Medicare Mistakes | Retirement Timing Mistakes