Skip to content
Search AI Powered

Latest Stories

People Divulge The Absolute Worst Financial Decision They've Ever Made

A young woman solemnly holds her face in her hand
Photo by Mehrpouya H

"Reddit user BlastEffects asked: 'What’s the worst decision you’ve ever made financially?'"

Finacial regret plagues many of us.

From college or medical debt to really bad purchases we almost instantly regret.

Throwing caution to the wind can seem sexy, but that's for people who already have the money most of us are trying to make.


Redditor BlastEffects wanted to hear about money choices that have gone south for people, so they asked:

"What’s the worst decision you’ve ever made financially?"

I love movies.

I spent way too much on videotapes.

I never saw DVDs coming, let alone streaming.

Onward

Season 10 Hug GIF by FriendsGiphy

"Consumed copious amounts of drugs and alcohol for most of my adult life. 11 years sober though."

b_a_b_a_r

"I came here to say something similar to this. Addiction is the most expensive and life-altering thing I've ever encountered - both financially and emotionally. I too have more than a few 24 hours put together now. Life is better. Happy for you!!"

ajmaccc

Decisions. Decisions.

"I've just generally been too reckless with money in my life. I haven't ever really made any single huge financial mistakes, I've just made a large number of smaller impulsive money decisions that have led to me having very little saved. Currently working on it, though, and I am doing better."

slinkocat

My Parent's Did It

"Bought a timeshare. We ended up just not paying the maintenance fees until they repossessed it."

Glittercorn111

"My parents have had theirs for about 30 years. I've gotten bogged down in these timeshare arguments before because Reddit can't believe some people have had good experiences. I think the key is that 30 or 40 years ago they weren't quite as scammy. Certainly never an 'investment,' but you weren't actively getting conned. Plus, it's a lot easier to deal with once it's actually paid off. Most people never get that far."

"My parent's contract locked in all these lower rates and has all the guaranteed perks the new ones haven't offered in years. The company is desperate to get them onto the new contract. They've offered all kinds of extra free weeks and upgrades, but my parents won't do it because that new system is basically worthless."

Madmax2356

Not a Hoarder

"I’m in therapy now and it’s getting better, but I was dealing with my trauma and depression by buying things with money I didn’t have, just to have something to constantly look forward to every day in the mail. You have to order a lot, constantly, to achieve that. And I’m not a hoarder, so I’ll buy something and when I realize it has nowhere to go and I don’t use it for a year, it ends up donated or in the trash."

propernice

I Don't

Car Breaking Up GIF by megan motownGiphy

"Not immediately divorcing my ex-wife when I caught her cheating."

vikrambedi

"Marriage was my greatest mistake. I can't even afford to finalize the divorce."

myheartbeats4hotdogs

Debt

Student Loans Corona GIF by INTO ACTIONGiphy

"Student loans for a career path I’m not even doing anymore."

armchairdaisy

"Don’t beat yourself up. 73% of people don’t use the degree they went to school for. Most degrees are just all companies want for you to prove you can take crap and follow directions."

Strong-Solution-7492

At a Loss

"Bought horses. Sold horses at a loss."

Patient5199

"Same, buying horses (am currently on horse #2 and 3) was probably the worst financial decision I ever made. At this point, over the last 12 years, the amount I spent on them is easily the equivalent of a down payment on a pretty decent house or a few years of earlier retirement."

"But it is also one of the most satisfying decisions I made on an emotional level. Could not imagine living without them."

NewWorldCamelid

Really regret that...

"Initially, I was thinking 'Going to college,' but as I reflected a little more I realized going to college wasn't the worst financial decision I've made -- it was all the stupid choices I made in college, instead of studying."

AestheticCopacetic

"I'm right there with you."

"I was never a good student and only went to college because I was 'supposed' to. I wanted to go to a beauty school or design school. Wasted my years barely scraping by, and had a C- average. Now I'm 51 and regret not going for my dreams and since I was in school, why didn't I take my education more seriously? Really regret that."

Overlandtraveler

Hindsight

"Filing bankruptcy when I didn’t owe that much. I was young and overwhelmed and thought I couldn’t pay it off, but in hindsight, I see I could have. Ruined credit for 10 years. Couldn’t even get a phone in my own name. Had to get prepaid, which was expensive as f**k. Couldn’t get an apartment. Couldn’t get a car."

manykeets

"I feel this. It set me back and was a constant issue with everything for a while. It took a few years before I could get back to normalcy."

ticketspleasethanks

Ahoy Not!

friend sinking GIFGiphy

"Bought a sailboat. Enough said."

flawedwithvice

"A colleague who sailed told me I could get the same experience, by sitting on my knees in a cold shower, crying and tearing up $100 bills... He did keep his sailboat a couple of more years though."

Norseman84

Boats just never did it for me.

A floating house is an unnecessary extra house, and bill.

More from Trending/best-of-reddit

James Blunt; Nicki Minaj
Jeremychanphotography/Getty Images; Dia Dipasupil/Getty Images

James Blunt Playfully Roasts Nicki Minaj After She Shares Uplifting Message To Her Fans

Nicki Minaj is once again going viral on X, but for once it's for something positive instead of, say, spreading conspiracy theories or dragging Cardi B.

And even fellow musician James Blunt is getting in on the phone.

Keep ReadingShow less
Andrew Cuomo; Screenshot from Cuomo campaign's "Criminals for Mamdani" video
Michael M. Santiago/Getty Images; Cuomo For Mayor

Andrew Cuomo Slammed After Campaign Posts Racist AI Video Of 'Criminals For Zohran Mamdani'

Former New York Governor Andrew Cuomo was criticized after his official social media pages shared—then quickly deleted—an AI-generated campaign ad depicting "Criminals for Zohran Mamdani," his democratic socialist opponent.

Mamdani handily defeated Cuomo in New York City's Democratic mayoral primary in June, sparking racist and Islamophobic backlash from right-wingers who've claimed his policies would "destroy" the city. The latest polls show Mamdani has a double-digit lead over Cuomo and Republican nominee Curtis Sliwa, who is facing calls to drop out.

Keep ReadingShow less
Screenshot of Stephen Miller discussing Robert De Niro
Fox News

Stephen Miller Claims Robert De Niro Has Only Made 'Flops' For Past 30 Years—And Here Come The Receipts

White House Deputy Chief of Staff Stephen Miller had people rolling their eyes after he lashed out at actor Robert De Niro and claimed the legendary performer—the recipient of two Academy Awards and scores of other prizes over a more than 50-year career—has only made "flops" for the past 30 years.

On Sunday, De Niro, a vocal critic of the Trump administration, called Miller "a Nazi," adding that Miller is "Jewish and he should be ashamed of himself.”

Keep ReadingShow less
A man holding a transparent umbrella on a boardwalk in a city
Person with umbrella overlooks city skyline by water
Photo by John Licas on Unsplash

People Share Purchases Under $20 That Made Their Lives Way Easier

Sometimes, in an effort to improve our lives in some capacity requires us to make a significant dent in our bank account.

Even though it might be yogurt for dinner for a few weeks after, we still feel good about our expensive purchases when we see the difference a high-powered washing machine makes, or feel the cool air from our upgraded air conditioner.

Keep ReadingShow less
Screenshots from @matterneuroscience's Instagram video
@matterneuroscience/Instagram

Man Goes Viral After 3D-Printing A 6-Pound Phone Case To Combat Screen Addiction

Many Millennials will remember back in the nineties as the last of the "latchkey kids" who were prominently babysat by their televisions, and the commercials that rolled out, made popular on Nickelodeon and Cartoon Network, promoting kids to go play outside instead of watching TV all day.

Now in 2025, videos on Instagram and TikTok encouraging people to "pause their scroll" and to "put down their phones" are becoming more common and popular, because people are realizing how detrimental our increasing screen time is to our emotional, physical, and psychological health.

Keep ReadingShow less