Should You Work One More Year? episode artwork

EPISODE · Apr 15, 2026 · 16 MIN

Should You Work One More Year?

from The Modern Retirement Playbook · host Jason Matthews

Is working one more year the smartest move—or the wrong tradeoff? In this episode of The Modern Retirement Playbook, Jason Matthews breaks down the financial, tax, healthcare, and emotional considerations behind delaying retirement. The conversation explores how one extra year of income can affect Social Security, 401(k) contributions, taxes, and guaranteed income planning, while also weighing health, family responsibilities, and lifestyle goals. Jason also discusses the “sandwich generation,” market volatility near retirement, and why emotional readiness matters just as much as the numbers. It’s a thoughtful look at how timing, planning, and personal priorities intersect at the retirement decision point. We have a special focus on serving single women age 50+ with at least $250,000 of investable assets — especially those navigating retirement, inheritance, or widowhood. These are pivotal moments where clarity, compassion, and smart tax and retirement planning matter most. Schedule your complimentary consultation today. Visit www.MFIS.biz or call (510) 288-3268 today! You can also find us on Facebook or LinkedIn.See omnystudio.com/listener for privacy information.

Episode metadata supplied by the publisher feed · Published Apr 15, 2026

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Should You Work One More Year?

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This episode is 16 minutes long.

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This episode was published on April 15, 2026.

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Is working one more year the smartest move—or the wrong tradeoff? In this episode of The Modern Retirement Playbook, Jason Matthews breaks down the financial, tax, healthcare, and emotional considerations behind delaying retirement. The conversation...

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