Double Click Part 12: The Regret of Retiring Too Early - Redefining Retirement Success

July 31, 2026
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In this continuation of the regret discussion within the 'Double Click' miniseries, Ben Taatjes challenges a widely held assumption: that retiring as early as possible is always the goal. What if the real regret isn't working too long, but retiring too soon? Through the story of a 72-year-old man who worked until the end of his life, Ben paints a picture that society views as tragic - yet reveals a profoundly different narrative. Rather than lamenting a life of work, this man's story illustrates a life of purpose, contribution, and meaning. This episode forces retirees to ask the hard question: What does success in retirement actually look like? Is it maximizing leisure time and retiring at the earliest possible moment, or is there something far more fulfilling? Learn how to redefine retirement success in a way that honors both rest and meaningful work.

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Meet Your Host
Ben has been in the financial services industry for nearly two decades. He has worked alongside thousands of families and individuals while owning and operating Taatjes Financial Group, a retirement planning firm in west-central Minnesota. While Ben loves to work with retirees, his passion extends far beyond the numbers. This passion led to the publishing of his first book, Repurposed: The Untold Story of Retirement in America in 2017 as well as co-founding Retire Repurposed in 2019.
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