The One Thing That Can Wreck Your Retirement—Even With Millions Saved

The One Thing That Can Wreck Your Retirement—Even With Millions Saved

May 29, 2026 · 39 min · Episode 347

About this episode

Bob and Brian discuss the risks to retirement even for those with significant savings, including lifestyle creep and poor financial management.

On this episode of Simply Money presented by Allworth Financial, Bob and Brian explain why having millions saved for retirement still doesn’t guarantee financial freedom—and how many high earners unknowingly sabotage their own retirement plans through lifestyle creep, unchecked spending, and poor cash-flow awareness. They also discuss the psychological dangers of sudden wealth and inheritances, why some people lose massive windfalls within just a few years, how to thoughtfully manage newly inherited money, and the smartest order to draw income from pensions, Social Security, deferred comp, and investment accounts in retirement. Plus, they break down what employees should be doing before a company IPO or liquidity event and the hidden costs that can turn a dream vacation home into an ongoing financial burden.

People in this episode

Hosts: Bob, Brian

Topics covered

Keywords

Mentioned in this episode

Organizations: Allworth Financial

More episodes of Simply Money by Allworth Financial

Explore listener stats, chart rankings, contacts and more on the Simply Money by Allworth Financial podcast page.