Jill on Money with Jill Schlesinger

Are We on Track, or Way Off?

7 snips
Mar 18, 2026
Practical money fixes for retirement and tuition planning. Strategies for handling concentrated company stock and evaluating advisory fees. A breakdown of oil futures speculation and when to keep cash in 529 plans. Real-life customer service wins and tips for reducing spending to stay on track.
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ANECDOTE

United Cleared Duplicate Miles In 15 Minutes

  • Jill shared a positive customer service story with United resolving duplicate MileagePlus accounts in 15 minutes.
  • She praised the agent, completed the survey, and emailed the supervisor to recognize the rep by name.
ADVICE

Move To Bonds Gradually Not All At Once

  • Do phase stock-to-bond changes gradually instead of moving everything to cash at once.
  • Jill suggests moving portions quarterly into total bond market and international bond index while keeping ~20% in total stock market for growth and RMD planning.
INSIGHT

Asset Type Can Affect Advisor Access

  • Asset mix decisions can unexpectedly affect advisory relationships, not just total account size.
  • Jill was surprised Vanguard suggested they wouldn't advise if the client moved to cash, highlighting odd policy behavior.
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