Jill on Money with Jill Schlesinger

Is Retirement in Five Years Possible?

23 snips
Oct 9, 2025
Jim, a mid-50s registered nurse, seeks retirement advice as he and his wife plan to retire in five years. They discuss their $315k income, $1.9M retirement savings, and the debate between Roth vs. traditional accounts. Jill advises on rolling old IRAs into their 403(b), managing their $235k brokerage savings, and developing a strategy for Social Security to maximize benefits. They also explore pension payout options, potential housing changes to Texas, and healthcare costs leading up to Medicare. A comprehensive retirement roadmap unfolds!
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ADVICE

Keep Maxing Retirement Contributions

  • Maximize retirement plan contributions now to accelerate savings growth.
  • Continue catch-up contributions and verify plan types (Roth vs. traditional).
INSIGHT

Nearly $2M Changes Retirement Options

  • Their combined retirement savings of about $1.9M plus Roths and brokerage puts them in a strong position.
  • That asset base supports early retirement plans with prudent withdrawal and tax planning.
ADVICE

Pause Backdoor Roths Until You Check IRAs

  • Stop doing backdoor Roth conversions until you resolve old-IRA balances.
  • Ask whether you can roll old traditional IRAs into your current 403(b) to avoid the pro rata rule.
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