Jill on Money with Jill Schlesinger

Is It Time for Us to Get a CFP?

14 snips
Oct 14, 2025
Explore the emotional journey of transitioning from managing personal finances to hiring a Certified Financial Planner. Gain insights into balancing home equity, retirement accounts, and upcoming major expenses, including a hefty wedding contribution. Learn about strategies for maximizing Social Security benefits and managing taxable vs. pre-tax accounts. Discover the emotional relief and peace of mind that can come from delegating financial decisions. Plus, key questions to ask your financial advisor to ensure a solid retirement plan.
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ADVICE

Ask Advisor For Failure Scenarios

  • Do run detailed retirement scenarios with a CFP before stopping work so you understand withdrawal sequencing and tax impacts.
  • Ask the advisor to show the plan’s failure modes and what blows it up so you can decide acceptable risks.
ANECDOTE

Chris’s Pseudo Retirement And Financial Snapshot

  • Chris had gone into a pseudo-retirement, returned to work because of friends, and now feels bored and ready to stop again.
  • He and his wife have about $2.8M in accounts, a paid-off $1.3M house, and a small Roth and brokerage balance.
INSIGHT

Delay Social Security To Reduce Portfolio Strain

  • Recognize that delaying Social Security to 70 materially raises guaranteed income and reduces portfolio pressure.
  • Plan withdrawals to preserve taxable and Roth balances while you maximize guaranteed benefits.
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