“Can I retire?” is one of the most important financial questions you’ll ever ask. Here’s a practical framework to answer it honestly.

The Retirement Readiness Checklist

Work through each question to assess where you stand:

Question What You’re Checking
1. Can your savings sustain 30 years of withdrawals? The core number test
2. Do you have healthcare covered until Medicare? Often trips up early retirees
3. Are your major debts paid off? Simplifies cash flow
4. Do you know your Social Security plan? Timing dramatically affects income
5. Have you stress-tested your plan? What if markets drop 40% early?
6. Do you have a spending budget you can live on? Lifestyle fit
7. Are you emotionally ready? Often overlooked but real

Test 1: The Core Number Test

Step 1: Calculate Your Annual Retirement Expenses

Category Monthly Estimate Annual
Housing (mortgage/rent, taxes, insurance) $ $
Food and groceries $ $
Healthcare (premiums, out-of-pocket) $ $
Transportation $ $
Utilities $ $
Travel and entertainment $ $
Gifts and family support $ $
Other $ $
Total $

Step 2: Subtract Guaranteed Income

Source Annual Amount
Social Security $
Pension $
Annuity income $
Rental income $
Part-time work (if planned) $
Total $

Step 3: Calculate Savings Needed

(Annual Expenses − Guaranteed Income) × 25 = Required Savings

Examples:

Annual Expenses SS + Other Income Annual Gap Savings Needed
$40,000 $18,000 $22,000 $550,000
$50,000 $22,000 $28,000 $700,000
$60,000 $25,000 $35,000 $875,000
$70,000 $28,000 $42,000 $1,050,000
$80,000 $30,000 $50,000 $1,250,000
$100,000 $35,000 $65,000 $1,625,000

If your current savings ≥ Required Savings: You likely pass the core test.

The 4% Withdrawal Rate

The 4% rule says you can withdraw 4% of your savings annually with a high likelihood it lasts 30 years (based on historical market returns).

Savings 4% Annual Withdrawal
$500,000 $20,000/yr
$750,000 $30,000/yr
$1,000,000 $40,000/yr
$1,500,000 $60,000/yr
$2,000,000 $80,000/yr

For a 40-year retirement (early retirees): Some planners use 3.5% to be safer.

Test 2: Healthcare Coverage

Healthcare is the most common surprise cost in retirement.

Age at Retirement Healthcare Challenge
Under 65 Must find private coverage until Medicare
65+ Medicare begins (not free—budget $200-$600/month)

Healthcare Costs Before Medicare (Under 65)

Option Monthly Cost (estimate)
Marketplace plan (ACA), age 60 $700-$1,500+
COBRA from employer Often $600-$1,800
Spouse’s employer plan Varies
Retiree health benefit (rare) Varies
HSA drawdown to cover costs Depends on your balance

Budget at least $12,000-$18,000/year for healthcare if retiring before 65. This must be included in your annual expenses calculation.

Medicare at 65

Part What It Covers Monthly Premium (2026 avg)
Part A (hospital) Inpatient hospital Usually $0 (if 40+ work quarters)
Part B (medical) Doctor visits, outpatient ~$185
Part D (prescription) Medications ~$40-$80
Medigap supplement Covers deductibles/co-pays ~$100-$300

Total Medicare budget: $200-$600/month ($2,400-$7,200/year)

Test 3: Debt Situation

Debt Type Impact on Retirement Readiness
Mortgage paid off Significantly lowers expenses
Mortgage remaining Include payment in annual expenses
High-interest debt (credit cards) Should be eliminated before retiring
Car loans Pay off or budget for it
Student loans Factor into expenses

Carrying a mortgage into retirement is fine if it fits your budget. Just include it in your annual expense calculation. Many retirees pay mortgages without issue.

Test 4: Social Security Strategy

When you claim Social Security significantly changes your income:

Claim Age Benefit vs. Full Retirement Age
62 (earliest) ~25-30% less than FRA
65 ~6-7% less than FRA
67 (Full Retirement Age) 100%
70 (maximum) ~24% more than FRA

Example: $2,000/month FRA Benefit

Claim Age Monthly Benefit Annual Lifetime at 85
62 $1,400 $16,800 $369,600
67 $2,000 $24,000 $432,000
70 $2,480 $29,760 $446,400

Break-even analysis: Delaying from 62 to 70 takes ~12-14 years to break even on total dollars received. If you’re healthy and expect to live past 80, delaying usually pays.

Check your benefit: Visit ssa.gov → “my Social Security” to see your projected benefit at different ages.

Test 5: Stress Test Your Plan

Run your plan through these scenarios:

Scenario Does Your Plan Survive?
Market drops 30% in year 1 of retirement Sequence-of-returns risk
Inflation averages 4% (not 3%) Purchasing power erosion
You live to 95 (30+ year retirement) Longevity risk
A major healthcare event costs $100,000 Catastrophic health expense
You need long-term care at 80 LTC costs $50,000-$100,000/year

If your plan doesn’t survive these: Consider working 2-3 more years, reducing expenses, or building a larger buffer.

One-More-Year Effect

Action Benefit
Work 1 more year +$23,500 in 401(k) contributions, 1 less year of withdrawals, larger SS benefit
Work 2 more years Portfolio could be $50,000-$100,000 larger; SS jumps significantly
Delay SS from 67 to 70 Benefit increases 24%; also can retire but delay claiming

Test 6: Budget Reality Check

Can you actually live on your projected retirement income?

Income vs. Expense Check Status
Projected 4% withdrawal + SS + pension ≥ expected expenses Ready
Gap between income and expenses Need more savings or reduce expenses
Expenses unclear or unbudgeted Build a detailed retirement budget first

Tip: Try living on your projected retirement budget for 3-6 months while still working. It’s the best test of whether the numbers work in real life.

What “Can Retire” Actually Means by Age

Retire At Key Considerations
Under 55 Very long time horizon; safer withdrawal rate of 3-3.5%; no access to 401(k) without penalty until 59½
55-59 Rule of 55 lets you access 401(k) from current employer penalty-free; still no Medicare
60-64 Getting close to Medicare (65); Social Security available at 62 (reduced); can access most retirement accounts
65-67 Medicare kicks in; approaching full SS age; standard planning territory
67+ Full SS benefits; solid traditional retirement territory

Rule of 55 (Early Retirees)

If you leave your job at 55 or later, you can withdraw from your current employer’s 401(k) penalty-free (still taxable). This only applies to the 401(k) at the job you’re leaving—not prior 401(k)s or IRAs.

Retirement Readiness Summary

Test Your Result
Savings ≥ 25× annual gap Pass / Fail
Healthcare plan through 65 Pass / Fail
High-interest debt cleared Pass / Fail
SS strategy decided Pass / Fail
Plan survives stress tests Pass / Fail
Budget is realistic Pass / Fail

Pass all 6: You’re likely ready.
Pass 4-5: Close—address the gaps.
Pass 3 or fewer: Consider working longer or significant adjustments.

Frequently Asked Questions

Can I retire at 60 with $1 million?

Possibly, depending on your expenses. At 60 with $1M, you can withdraw ~$30,000-$35,000/year (3-3.5% for a 35-year retirement). Add your eventual Social Security. If your total spending is $50,000-$55,000/year, it may work—but you need healthcare coverage for 5 years before Medicare. Run detailed projections.

What if I run out of money in retirement?

Social Security (which you can’t outlive) provides a safety net. Most retirees also have options: return to part-time work, downsize housing, move to a lower cost-of-living area, or tap home equity. Proper planning minimizes this risk—but the income floor of Social Security means most Americans won’t be completely destitute.

Should I pay off my mortgage before retiring?

Not necessarily. If your mortgage rate is low (under 4-5%) and you have enough liquid savings to cover expenses, carrying the mortgage can make sense—especially if your retirement accounts are earning more than your mortgage rate. But paying it off reduces fixed monthly expenses and simplifies your budget. Both approaches can work.

What’s the biggest mistake people make when thinking they can retire?

Underestimating healthcare costs, not having a plan for the first year of market drops (sequence-of-returns risk), and forgetting about irregular expenses (home repairs, cars, weddings, gifts). Build a buffer into your budget.