Regrets

The 10 Biggest Regrets of Retirees

Hindsight is 20/20, and here’s what retirees wish they had done differently....

Anyone regret retiring and taking social security at 62?

I (F 62) am getting ready to retire August 1st. I'm ready, and have run the numbers, and while I won't be swimming in money, I'll get by with SS and pension, and hubby's SS and pension, plus my 457 an...

Did you regret retiring? Tell me why.

I'm about to retire and see occasional comments from people who regretted retiring. What do you miss? Is it your job you miss or the structure/paycheck? Have you found non-work related things to fill ...

Why I Don't Regret Retiring by FIRE

Here’s what you can do to retire early and be prepared for the next decades....

How to Live a Purposeful & Regret-Free Life With Jordan Grumet

Check out Jeremy’s latest podcast on retirement planning by listening on “Apple Podcasts” or “Spotify Podcasts” or read below for How to Live a Purposeful & Regret-Fr...

Do you have any regrets? What's your biggest regret in life?

Mine is that I didn't travel more when I had the opportunity. I let it slip away. submitted by /u/Scott-A-Gese[visit reddit] [comments]...

What is your biggest regret in retirement?

Those of you who have recently retired, say in the past year or two, what would you do differently if you had the chance to do it over? I'm preparing myself for retirement in the next couple of years ...

Spending Without Regrets

A few weeks ago, this TikTok video about how much a couple spends on a date night in the midwest, went viral on FinTwit (financial Twitter): https://www.tiktok.com/@dollarswithdrew/video/7130826665240...

I'm A Retirement Advisor: Here's What I Tell Every Client At 62

I've sat with 100 retirees, and the biggest regret almost never has anything to do with a bad investment. It's something I call the momentum trap. At 62, every single signal tells you to keep going, a...

Retirement Toolkit: How Required Minimum Distributions (RMDs) Work

This week Roger explores the idea of "digging where your feet are" and how focusing on what you can do today can reduce anxiety about the future and regret about the past. In the Retirement Toolkit, h...

‘I Got Poor Advice from an Accountant . . . That’s a Big Regret’: Real Life Examples of How WCIers Live, Worry, and Withdraw Money in Retirement

We asked 15 questions to determine how those who have retired got there. So far, about 125 people have responded. Here's what they said. The post ‘I Got Poor Advice from an Accountant . . . That’s a B...

541: Your 2026 Reset: The Best of the Retire With Purpose Podcast

What can our top five Retire With Purpose Podcast episodes of 2025 teach you about avoiding regrets, spending confidently, and living with purpose as you head into 2026? In this episode, we discuss: T...

The BEST Retirement Advice (From 909 Real Retirees)

What if the riskiest move isn’t retiring too early, but waiting so long your best years pass by? This episode unpacks the real regrets of 909 retirees and the practical steps they wish they&rsqu...

Confessions of an Early Retiree

Last March marked the 5th anniversary of my retirement. I earned my last dollar from work at 52, just shy of my 53rd birthday. Now 58, I ask myself what, if any, regrets I have about retiring early. I...

The Golden Age of Roth Conversions

Do you want to avoid future regrets? I’m no prophet, but I suspect I know a regret that many Baby Boomers will have in the coming decades. That regret? Their […] The post The Golden Age of...

The Present Defines the Past

Almost two years ago, I wrote a post about some regrets I had early in my career. As I stated: While many of my friends went off to big tech firms (i.e. Facebook, Amazon, Uber, etc.) and got that swee...

The 6 Most Common Retirement Mistakes

What are the 6 most common retirement mistakes? Why do 43% of retirees have regrets, and what can we learn from them?...