The Retirement Tax Surprise Catching People Off Guard

About this episode

Ryan Herbert discusses common tax surprises that retirees face and how different income sources are taxed.

Retired and still surprised by a tax bill you didn’t see coming? In this episode, Ryan Herbert breaks down why many retirees continue writing checks to Uncle Sam and what’s often being overlooked along the way. From first-year retirement income surprises to how extra IRA withdrawals can trigger higher taxes on Social Security, the conversation unpacks common misconceptions about taxation in retirement. You’ll hear real-world examples of how income sources like pensions, TSPs, brokerage accounts, and Roth assets are taxed differently, and why withholding “defaults” can fall short. Want to begin building your retirement and tax plan?  Click Here to Schedule a 15-minute Discovery Call Follow us for more helpful insights: 🖱️ Facebook- https://bit.ly/3PmJcSt 🖱️ LinkedIn- https://bit.ly/44T88a9 🖱️ X - https://bit.ly/3PHxqDJ See omnystudio.com/listener for privacy information.

People in this episode

Host: Mike Canet

Guest: Ryan Herbert

Topics covered

• retirement
• taxation
• income sources
• misconceptions
• financial planning

Keywords

• retirement tax
• IRA withdrawals
• Social Security taxes
• pensions
• brokerage accounts

Mentioned in this episode

Organizations: Uncle Sam

More episodes of The Savvy Investor Podcast

• Stop Watching the Market and Start Planning Your Retirement Income · June 9, 2026 · 16 min
• The Risk of Doing Nothing With Your Retirement Plan · June 2, 2026 · 16 min
• The Hidden Tradeoffs of “Playing It Safe” After You Retire · May 26, 2026 · 14 min
• Why Diversification Alone Isn’t Enough for Retirement · May 19, 2026 · 15 min
• Sitting Down with the Murray Brothers from the Caddyshack Charity Golf Tournament · May 14, 2026 · 6 min
• When Headlines Hijack Retirement Decisions · May 12, 2026 · 16 min