Jill on Money with Jill Schlesinger

Can We Run Off to Travel the World?

16 snips
Oct 21, 2025
A listener, burnt out at 52, considers quitting her tech job to travel Europe for a year. They dive into finances, assessing savings, mortgages, and future income needs. Budgeting for a $25k-$60k adventure while contemplating the long-term implications of her expenses adds complexity. Jill recommends part-time work and smart investing to keep finances stable. With dream destinations like Japan and Spain on the horizon, the conversation also covers essential pre-trip preparations, including paperwork and insurance.
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ADVICE

Plan Before You Quit

  • Quit only after you plan for lost income and benefits and understand your post-job costs like health insurance.
  • Build a concrete budget and decide if you will take leave or fully quit before traveling.
INSIGHT

Idle Cash Hurts Long-Term Plans

  • Large cash balances sitting idle reduce long-term retirement sustainability.
  • You must get idle cash working in the market to avoid depleting savings over decades.
ADVICE

Use Actual Spending To Test Feasibility

  • Estimate your current annual spending precisely and include future costs like private health insurance.
  • Use that spending number to test whether your savings and investments can generate sustainable income.
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