Jill on Money with Jill Schlesinger

Keeping All the Balls in the Air

7 snips
Dec 4, 2025
John, a caller juggling family life and finances, shares his concerns about retirement readiness while seeking guidance on budgeting. He reveals his income, family dynamics, and the stress of trading investments, coupled with a desire to downsize his home. Jill tackles his questions on retirement balances and projected expenses, including Social Security implications. They explore the option of part-time work in retirement as John weighs his financial security. Jill reassures him of his strong position and encourages enlisting a financial planner to ease his burden.
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ANECDOTE

Balancing Family And Financial Overload

  • John describes juggling work, family, and household tasks while feeling overwhelmed by financial decisions.
  • He shares his wife's stay-at-home role and his pressure as primary earner to illustrate the stress.
INSIGHT

Big Nest Egg, Mixed Self-Management

  • John holds $1.3M in retirement and $3M in brokerage but admits to self-managing and chasing strategies.
  • Jill notes his allocation and cash cushion reflect strong saving but also emotional over-management.
ADVICE

Use Sale Proceeds Directly For Next Home

  • Use sale proceeds to fund your next home and avoid overestimating additional cash needs.
  • Keep a clear cash buffer but don't tie up excessive brokerage funds unnecessarily for housing moves.
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