Retirees with ample nest eggs often wonder if they should delay Social Security until 70, when the benefits are significantly higher. The math says yes, more often than not, but only if the bridge years are planned carefully.
Take a single 66-year-old retiring this year with $2.5 million in retirement assets who has decided to delay Social Security until age 70 to lock in the largest possible monthly benefit. Annual spending is $58,000, comfortable for a single household but not extravagant.
He has to manage an entirely self-funded retirement for four years before Social Security starts. So he’s juggling sequence-of-returns risk, tax bracket optimization, and a permanently higher lifetime benefit.
The real tradeoff
The maximum monthly Social Security benefit in 2026 at Full Retirement Age 67 is $4,152. Delaying to age 70 raises it to $5,181 per month. That is a 24% lift, or about $12,348 more per year, for life.
Our retiree would do four years of $58,000 withdrawals. That equals $232,000 taken from the portfolio before any benefit arrives. After age 70, the maximum Social Security amount alone covers $62,172 annually, allowing the portfolio to rest and compound on a smaller draw.
The break-even on the delay lands in the early-to-mid 80s. For a healthy 66-year-old with longevity in the family, that is a strong trade. For someone with serious health issues, claiming earlier might make more sense.
Three moves that change the outcome
1. Build a Treasury ladder for the bridge years. Sequence-of-returns risk is the largest threat to this plan. A 30% drawdown in year one, with $58,000 leaving the portfolio, permanently impairs it. Treasuries can help solve this. The current curve offers almost 4% on the 1-year, around 4.1% on the 2-year, 4.2% on the 3-year, and about 4.3% on the 5-year. Buy a rung for each of the four bridge years and the income is locked, with the equity sleeve free to ride out volatility.
2. Use the Roth conversion window aggressively. Ages 66 to 70 are the lowest-tax window this retiree will ever see. No wages, no Social Security, and no Required Minimum Distributions (RMDs) yet. Converting traditional IRA dollars to Roth at the 12% and 22% brackets is strictly better than letting those balances grow and facing higher brackets after RMDs and Social Security stack on top. The ceiling to watch: IRMAA kicks in if single MAGI crosses $109,000 in 2026, which adds Medicare Part B and D surcharges.
3. Spend the right accounts in the right order. Retirees should withdraw from taxable accounts first (low capital gains rates and step-up potential), traditional IRA second (filling the lower brackets), Roth last. This sequence pairs naturally with the conversion strategy and keeps the lifetime tax bill flatter.
Folks in this scenario should also stress-test for a bad first year. If a 30% equity drop in year one would force a change in the plan, the equity allocation is too high for the bridge period.
The delay is the right call for most healthy single retirees with this asset base. The $232,000 cost is real, and budgeting for it ahead of time makes it work.