# Dan Haylett
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Top podcast episodes featuring dan haylett.
Ep 109 - What You Lose When You Retire
Retirement is sold to you as a gain event. Freedom. Time. Choice. The world is your oyster.
It is, in fact, one of the biggest loss events you will ever go through. And almost nobody warned you.
In this episode, I walk through what actually dies when you retire — the ten things that quietly come …
Ep 110 - The Permission Paradox
You've got the money. You've got the time. You've got the freedom. So why can't you actually enjoy it?
In this episode, I unpack the Permission Paradox! The reason financially secure retirees still order the cheap coffee, skip the trip, and quietly guard a fortune they'll never spend. It's not a…
"Best of" Retirement and Well Being: The Psychology Behind the Plan
Join us for a special Best of More Than Money episode. To kick things off, Leanna and Rob walk through PKAG’s process for designing retirement portfolios and explain the key factors people should consider when building a plan for income, growth, risk, and long-term financial security.
Next, Dr. Va…
Sunset Studio Sessions - The Empathy Delusion: AI Is the Real Threat to Financial Advisers
For years, financial advisers have been told that empathy is their ultimate competitive advantage, the moat that no algorithm can cross. But what if that assumption is the most dangerous bet in the profession?
Recorded live at the Adviser 3.0 2026 conference, this special live edition of SoapBox ta…
Ep 111 - The Open Sandwich Generation
You've heard of the sandwich generation — pressed between ageing parents above and growing children below, doing all the lifting.
But nobody's named what happens next.
When your parents have died. When your children have properly left home. When, for the first time since you were eighteen, you ar…
Chris Taylor & Dan Haylett: 3rd Annual Meet the (Un)Retirement Experts
You're in for a real treat! It's the "Ask the Experts" bonus episode. We feature two (un)retirement experts who know a lot about what's really important. What you are actually going to do in retirement that will be new, super fun, intellectually stimulating and meaningful?
This year, we give you …
Nick Maggiulli: Climbing the Wealth Ladder
Today on the podcast we welcome back Nick Maggiulli. He’s the author of a new book called The Wealth Ladder: Proven Strategies for Every Step of Your Financial Life. His first book was called Just Keep Buying. In addition, Nick writes a wonderful blog called Of Dollars and Data, which is focused on…
The 'Open Sandwich' Generation
The term "Sandwich Generation" has been around since the 80s. You're the one in the middle - with aging parents on one side and dependent kids on the other.
Dan Haylett shared an article he calls The "Open Sandwich" Generation, which is after your parents pass away.
We will discuss Dan's article …
143: Am I Allowed? The Permission Paradox, with Dan Haylett
"The one thing you're guaranteed to run out of is time."
Our hosts, Stephanie McCullough and Kevin Gaines, welcome back financial planner Dan Haylett, founder of Humans vs. Retirement and author of The Retirement You Didn't See Coming, to unpack his viral essay "The Permission Paradox."
Digging t…
The Retirement Rebellion - How Gen X Retires and The Challenges They Face with Dan Haylett
Show Notes
What if retirement planning isn't really about retirement at all, but about helping clients build the life they want next?
In this episode of Financial Behavior Thought Leaders, Mary Bell Carlson sits down with Dan Haylett to explore why Gen X is challenging traditional ideas about retir…
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