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Retirement Dreams or Retirement Nightmares? Lessons from Today’s Retirees

Retirement Dreams or Retirement Nightmares? Lessons from Today’s Retirees

Update: 2025-09-08
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"Only 5% of retirees say they’re living the dream and 19% are living the nightmare." says Deb Boyden in an article from Yahoo Finance. Deb provides three lessons to protect your future, which we dig into to see how it applies to your retirement:

Lesson 1: You’re Probably Not Saving Enough
Lesson 2: Expect the Unexpected
Lesson 3: Winging It Won’t Get You There

In our Listener Question segment, we talk about the pro rata rule and Roth conversions. It’s one of those areas that seems simple on the surface but trips a lot of people up once you start digging in, so we unpack what the pro rata rule really means and why, in most cases, an extra step at the point of retirement, and a bit of double-checking will keep things as clean and simple as possible. 

Resource:

Article on Yahoo Finance from Deb Boyden: "Only 5% of retirees say they’re ‘living the dream’ and 19% are ‘living the nightmare.’ Here are 3 lessons to protect your future"

 

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Retirement Dreams or Retirement Nightmares? Lessons from Today’s Retirees

Retirement Dreams or Retirement Nightmares? Lessons from Today’s Retirees