Fears, Fog, and Fortune Cookies: Planning for What You Can’t See in Retirement episode artwork

EPISODE · May 23, 2026 · 55 MIN

Fears, Fog, and Fortune Cookies: Planning for What You Can’t See in Retirement

from Navigating Retirement with Drew Seyller · host Seyller Financial Group

Are you more afraid of running out of money than running out of time? You’re not alone! In this eye-opening episode, Drew Seyller and Jeff Weberg tackle the number one fear looming over retirees—and no, it’s not public speaking or even death. The Navigating Retirement team pulls back the curtain on the real anxieties facing people approaching their golden years: soaring living expenses, unpredictable healthcare costs, and the all-too-real possibility that those golden Social Security years might involve a little more, well, guesswork than we’d all like. The guys dig in on why a “set it and forget it” approach simply won’t cut it, and they share stories from the trenches—think lake houses, legacy dreams, and a few tough conversations that might sound very familiar.But if you’re looking for straight talk laced with optimism—and a few laughs about inflation, missing football season, or just the chaos of real life—this episode delivers. Can you really disaster-proof your retirement plan? What does a financial “emergency fund” look like when you hit 90? And how do you know when it’s truly time to call in a coach? Press play and grab some peace of mind (as well as a few tips you haven’t heard before). Sometimes, the scariest foggy roads lead to the most rewarding destinations.Each episode of Navigating Retirement dives into key retirement planning strategies with Drew Seyller. Discover practical tips and solutions for challenges like taxes, Social Security, healthcare planning, and navigating market ups and downs. No matter where you are on your retirement journey, Drew brings expert advice to help you make smart, confident decisions for a successful future.

Are you more afraid of running out of money than running out of time? You’re not alone! In this eye-opening episode, Drew Seyller and Jeff Weberg tackle the number one fear looming over retirees—and no, it’s not public speaking or even death. The Navigating Retirement team pulls back the curtain on the real anxieties facing people approaching their golden years: soaring living expenses, unpredictable healthcare costs, and the all-too-real possibility that those golden Social Security years might involve a little more, well, guesswork than we’d all like. The guys dig in on why a “set it and forget it” approach simply won’t cut it, and they share stories from the trenches—think lake houses, legacy dreams, and a few tough conversations that might sound very familiar.But if you’re looking for straight talk laced with optimism—and a few laughs about inflation, missing football season, or just the chaos of real life—this episode delivers. Can you really disaster-proof your retirement plan? What does a financial “emergency fund” look like when you hit 90? And how do you know when it’s truly time to call in a coach? Press play and grab some peace of mind (as well as a few tips you haven’t heard before). Sometimes, the scariest foggy roads lead to the most rewarding destinations.Each episode of Navigating Retirement dives into key retirement planning strategies with Drew Seyller. Discover practical tips and solutions for challenges like taxes, Social Security, healthcare planning, and navigating market ups and downs. No matter where you are on your retirement journey, Drew brings expert advice to help you make smart, confident decisions for a successful future.

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Fears, Fog, and Fortune Cookies: Planning for What You Can’t See in Retirement

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Frequently Asked Questions

How long is this episode of Navigating Retirement with Drew Seyller?

This episode is 55 minutes long.

When was this Navigating Retirement with Drew Seyller episode published?

This episode was published on May 23, 2026.

What is this episode about?

Are you more afraid of running out of money than running out of time? You’re not alone! In this eye-opening episode, Drew Seyller and Jeff Weberg tackle the number one fear looming over retirees—and no, it’s not public speaking or even death. The...

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