Case Study · Retiree Couple

Bridging the Gap to Social Security Without Overpaying in Taxes

How a couple in their early 60s sequenced withdrawals to cover the years before Social Security and Medicare kick in.

This is a hypothetical case study created for illustrative purposes only. It does not represent an actual client, and any resemblance to a real person is coincidental. It is not indicative of future results and should not be construed as a guarantee of any outcome.
The Situation

Retired early, with a gap ahead

The husband, 63, retired a year ago. His wife, 60, plans to retire within the next 12 months. Both want to delay Social Security into their late 60s to maximize lifetime benefits, but that means bridging several years of living expenses using savings alone — without accidentally triggering a large, avoidable tax bill or a Medicare premium surcharge (IRMAA) down the road.

Ages
63 / 60
Bridge Period
~4–7 Years
Primary Concern
Taxes & IRMAA
The Challenge

Delaying Social Security is smart — if you fund the gap correctly

  • No coordinated withdrawal order across their taxable brokerage account, traditional IRAs, and Roth accounts — pulling from the wrong bucket at the wrong time risked unnecessary taxes.
  • Medicare was still years away, so a health insurance gap needed its own funding plan alongside general living expenses.
  • Uncertainty about whether delaying was even worth it — without a clear lifetime-income comparison, “wait until 67” was just a guess.
The Approach

A bridge plan built years in advance

  • Positioned several years of spending in a near-term cash bucket, so no assets needed to be sold at the wrong time to cover day-to-day expenses.
  • Used low-income years before Social Security starts to run targeted Roth conversions, filling up lower tax brackets instead of leaving that room unused.
  • Compared claiming ages side by side, factoring in both of their ages, health, and survivor benefits — not just a generic breakeven chart.
  • Mapped out ACA marketplace health coverage costs for the bridge years, coordinated with the income plan to help manage subsidy eligibility.

Illustrative Outcome

With a funded bridge plan and a Roth conversion strategy already underway, the couple could delay Social Security with confidence instead of second-guessing the decision every year — while using otherwise-idle low-tax years productively instead of letting them pass by.

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