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When you're navigating your career, pushing harder often feels like the default setting. But as you build real wealth, the question changes: what costs more? Taking an extended mid-career break, or never giving yourself permission to step away?
In this episode, Emily and Jessica explore why a sabbatical or gap year shouldn't be dismissed as financially irresponsible. Drawing on Harvard Business School research, they break down why high achievers view extended time off as "regret insurance" and explain why a 6-month pause represents just 1% of a 40-year career.
Whether you're looking to explore fears around resume gaps and family obligations, or look at how low-income years actually unlock hidden tax opportunities, or just dive into how to step away without disrupting your retirement timeline, this episode is for you.
☕ Today's sip: Double Trouble Blend from Mammoth Coffee, a boutique roaster in New Orleans, brought back by Emily from a recent trip.
0:00 — What We're Sippin' on Today
1:03 — The Real Question About Cost
3:20 — Sabbaticals As Regret Insurance
6:46 — Responsibilities And Workplace Constraints
11:03 — Perception Fears And Resume Gaps
14:17 — Setting Goals For Your Pause
17:17 — Crisis-Driven Breaks Versus Choice
19:39 — Cash Planning And Benefits Checklist
23:00 — Modeling Tradeoffs And Retirement Timing
25:28 — Tax Wins And Leadership Upside
Please see important podcast disclosure information at https://monumentwealthmanagement.com/disclosures
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Connect with Jessica on LinkedIn: https://www.linkedin.com/in/jessicagibbscfp/
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Listen to Off The Wall, our podcast on investing and markets: https://monumentwealthmanagement.com/off-the-wall-podcast/