

Your Money Map Replay: Jason Dorsey on Why Retirement Isn’t What It Used to Be
Aug 22, 2025
In this engaging discussion, Jason Dorsey, President of the Center for Generational Kinetics and expert on generational financial behavior, shares insights on how retirement is shifting for Baby Boomers, Gen X, and Millennials. He reveals that 65 is no longer a retirement finish line, with many opting to work later for fulfillment rather than necessity. The conversation explores the impact of social media on money talk between generations, rising fears about Social Security, and why acknowledging financial realities is crucial for retirement readiness.
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65 Is No Longer The Finish Line
- Turning 65 no longer marks a clear retirement finish line for most people.
- Longer lifespans and shifting expectations make post-65 life more ambiguous than prior generations expected.
Generations Were Shaped By Different Promises
- Baby Boomers relied on institutional promises while Gen X learned self-reliance after broken promises.
- These generational experiences shape very different retirement expectations and trust levels.
Money And Purpose Drive Later Work
- Many people delay retirement because financial reality and healthcare costs collide with identity tied to work.
- Older adults often seek part-time work or purposeful roles rather than full retirement.