Jill on Money with Jill Schlesinger

Why Not a Roth Conversion?

9 snips
Feb 26, 2026
A rundown of when converting to a Roth may not be the right move. Warnings about commission-driven annuity pitches and better financing options for home renovations. A listener’s retirement readiness and strategies for delaying Social Security. Tips on charitable giving vehicles and fixing a bank error that hurt credit.
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ADVICE

Say No To Commissioned Annuity Sales Pitched As Safety

  • Avoid insurance-backed annuities sold with high commissions when they don't match your goals; the sellers can be predatory.
  • Jill calls annuities sometimes useful but says Rebecca's recommended annuity is a mismatch and urges her to "run, do not walk."
ADVICE

Avoid Portfolio-Backed Loans For Major Home Renovations

  • Be cautious using securities-backed lines of credit to fund renovations because market drops can force sales of your investments.
  • Jill advises considering a home equity line or mixed financing instead of an asset-based loan tied to portfolio value.
ADVICE

Wait To Claim Social Security For Higher Payouts

  • Delay claiming Social Security to maximize benefits if you can wait, especially when retiring soon.
  • Jill tells Terry, age 60, to wait until 70 for higher monthly benefits and to consider retiring later by two years if feasible.
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