Jill on Money with Jill Schlesinger

Is Early Retirement a Possibility?

8 snips
Mar 12, 2026
Dave, a listener planning to downshift from high-stress work with his partner, seeks clarity on retiring at about $3 million. They discuss timelines, part-time pay options, spending versus saving, housing choices, and portfolio mix. The conversation focuses on whether to work a few more years, how much part-time income would help, and strategies for spending down savings.
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ANECDOTE

Young Couple With Large Savings After Selling Home

  • Dave and his partner are in their late 30s/40s with no kids and have aggressively saved while renting after selling a house.
  • They report $1.345M in brokerage, $550k traditional 401(k), $207k Roth, $170k Roth IRAs, $68k HSA, and partner 403(b) $28k, totaling large liquid savings.
ADVICE

Stage Downshift By Securing Part Time Income

  • Jill and Mark suggest using a staged pathway: keep working a few more years to keep saving or downshift to part-time while preserving runway.
  • They recommend finding part-time work at ~$80k–$100k to reduce stress while maintaining significant savings growth.
ADVICE

Always Budget Extra For Health Insurance

  • Include healthcare costs when planning living expenses and add roughly $10k annually for marketplace premiums if leaving employer coverage.
  • Jill and Dave agreed to budget an extra $9k–$10k per year on top of current $90k spending for insurance.
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