Why Big Leaps Can Backfire (and What to Do Instead)

Why Big Leaps Can Backfire (and What to Do Instead)

What do whitewater rafting, cross-country moves, and early retirement all have in common? They're thrilling, intimidating, and full of unknowns. In this episode, Deb Meyer shares a personal (and slightly embarrassing) rafting story to open up a deeper conversation about navigating life's biggest transitions—without losing your footing.

Whether you're planning a retirement, taking a sabbatical, switching careers, or moving states, Deb encourages a slower, smarter approach. She walks through emotional and financial readiness, real-life family examples, and why rushing into change often backfires.

As Deb says, "Small steps can be so much better than big leaps. And having the right guide can make all the difference."

Listen now and learn how to embrace change without financial regret.

In This Episode
  • (02:39) Why emotional planning is just as important as financial planning

  • (06:04) How to phase into retirement without going all-in too fast

  • (07:02) Lessons from relocating across states & what Deb would do differently

  • (12:47) How to rethink your budget when your lifestyle changes

  • (14:51) What to know about health insurance, especially before Medicare eligibility

  • (20:19) Options for sabbaticals and career pauses, and how to plan for them

  • (21:09) When to seek professional guidance before making major transitions

Resources & Mentions

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