You’ve Retired. Now What? The Hardest Financial Shift You’ll Ever Make (Ep. 16)

By Ramp Up to Retirement | August 27, 2025

Most people think the hard part is saving for retirement, but the real challenge begins when the paychecks stop.

Dan Reese walks through the crucial mental and financial shift from accumulation to decumulation and why so many retirees get it wrong. From tax surprises and market volatility to emotional roadblocks and overlooked estate planning, Dan breaks down the common pitfalls and shares what it takes to create a truly sustainable income plan.

You’ll learn how to map out long-term tax liabilities, balance guaranteed vs. variable income, and build financial confidence in retirement.

What to expect in this episode:

The #1 mistake retirees make when “flipping the switch”
How market downturns affect withdrawals differently from contributions
Why tax surprises can be more common (and dangerous) in retirement
How to align spending, legacy goals, and income with confidence
And more!