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The Pensioner's Paradox

Phil Gaudiano, CPA

More money doesn't buy more security in retirement. Exploring the psychology and tax strategy that actually does.

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Issues35Founded9 months agoLast Issue14 days ago
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Latest Issues

Did We Wait Too Long?

Note: This essay first appeared on phil.cpa.


Richard slid a printout of my Roth window piece across the table before Joan had even sat down.

“We read this,” he said. “We’re 75 and 73. The window closed years ago, didn’t it?”

It’s...

14 days ago
5
2

What Nobody Tells You About IRMAA Until the Letter Arrives

This post was originally published on phil.cpa.

I haven’t published in a few weeks, and if you’ve been reading for a while, you probably noticed. The reason is simple: this month was packed with extended tax returns, and when you run a CPA...

a month ago
17
5

I Didn't Know Losing Him Would Cost This Much

This piece first ran at phil.cpa. The Pensioner’s Paradox now publishes there — subscribe at phil.cpa/newsletter to get new essays a few days before they land here.


Diane came to see me last winter, about fourteen months after Walte...

2 months ago
9

The IRA You Forgot You Funded

This piece first ran at phil.cpa. The Pensioner's Paradox now publishes there — subscribe at phil.cpa/newsletter to get new essays a few days before they land here.


Joe sat across from me, proud of his spreadsheet. He had mapped out...

2 months ago
6
3

Not All Annuities Are Trying to Do the Same Job

This piece first ran at phil.cpa. The Pensioner's Paradox now publishes there — subscribe at phil.cpa/newsletter to get new essays a few days before they land here.


People talk about fixed index annuities as if they’re a single prod...

2 months ago
2

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  • Phil Gaudiano, CPA

    I'm a CPA who writes about retirement, taxes, and the psychology of having a secure retirement.

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