9 Things We Regret Not Doing in Our 20s
November 6 by Royale Scuderi in Lifestyle | 1.5K Shares
Life is filled with regrets. Ask anyone around you what their regrets are and they usually have no difficulty coming up with many items on their “regret list.” And for some reason our twenties are ripe for a field of regrets. Perhaps it’s because as we get older we look back on that period of adulthood as the height of freedom and autonomy. As move into middle age, we look back and wish that we had made better choices and taken more opportunities. Here’s a list of things that we regret not doing in our 20s.
Some regrets of wasted 20s
Traveling more – I regret not travelling more, and so does nearly everyone that I have asked. Before kids, and mortgages and marriages, when our commitments and expenses were lower, the opportunities for travel were much greater, but for some reason many of us thought we’d always have time for travel later. We dreamed of visiting the pyramids of Egypt, surfing off the Hawaiian coast, dining at a Parisian café, drinking espresso in Rome, trekking through the rainforest, and so much more. Sadly, many of us never made these journeys and the opportunity passed us by.
Investing early – How many times have we kicked ourselves for not starting our 401Ks in our twenties, for not putting our excess cash in long term investments, for not investing in our future early. No matter how much we try, we can never get back the head start that we missed. Playing catch up in our 40’s and 50’s is very difficult.
Being more responsible with spending – In order to invest in our retirement or save for that down payment, we would have needed to make wiser financial spending choices. Things like buying or holding on to that perfectly reliable used car, instead of splurging on the new model…because we could, eating out less and saving for a house instead, buying fewer shoes and purses and clothes and paying off student loans sooner. So many saving opportunities lost, money spent on tangible things, instead of on the future.
Better planning – I regret not focusing more on where I wanted to go in life, what I wanted to do, who I wanted to be and what it would take to get there. With some more planning in our twenties, we’d be further ahead in our 40s and perhaps a bit happier as well.
Seizing more experiences – I wish I had learned to ski and paint, speak Italian and do the Tango. I regret not living somewhere else before settling down. Others have said they regret not pursuing their hobbies or learning to sky dive or mountain climb. I prefer to stay on the ground, but I do regret not learning more, not trying new things that are hard to fit into the life of a fortysomething working wife and mother.
Living a more active lifestyle – The bodies of youth are wasted on the young… I wish I had run a marathon before my knees ached, that I had biked more, hiked more, and took spinning classes when my legs were stronger. I regret not joining a softball team or volleyball league. We don’t often realize that we have squandered our physical abilities until things start aching and creaking.
Making more friends – I regret not reaching out more, putting more effort into creating a tribe of support that would carry me through more difficult times. We socialize sure, but many of us don’t put enough importance on building deep and lasting friendships. Some do, many don’t and wish they had.
Pursuing a more meaningful career – Many of us wish we had taken more career risks, opted for meaning over money, pursued the career path we wanted instead of what we were expected to do or simply following the path that was laid out before us. How much better to have explored our options and pursued meaningful work in our twenties than to have spent 20 years doing something we don’t love.
Life is good; don’t misunderstand. Few of us walk around every day pining for our youth, at least I hope not, but we do occasionally look back with a wistful sigh and wish that we planned more, lived more, and stretched ourselves more when we had the freedom and energy to do so.
Featured photo credit: Teenage girl depression via Shutterstock











Who is this ‘we’?
Here are the nine things I regret not doing in my 20s:
1. Staying in the town where I grew up.
2. Cultivating deeper relationships with my childhood friends.
3. Forging tighter bonds with my extended family.
4. Getting started in a career.
5. Getting married and starting a family.
6. Getting involved in my local community.
7. Getting involved in my local church.
8. Exploring the history of my city, county, and state, and working to preserve it.
9. Talking to old people and profiting from their experience.
If I had done these things, I’d be a happier person today.
Those all sound like true and valid regrets:( The “we” is mostly my peer group, both online and in person. Thanks for the comment!
Wow… was that depressing… :( I guess that must’ve been intended for the 20 somethings out there, which wouldn’t take it to heart anyway. Many of the things I regret were things that happened outside of what I could control. What you didn’t say is much of what happens we cannot predict… like a devastating divorce in our 40s that wipes out everything we ever worked for. Try raising three children alone and saving anything… it’s all I could do to put food on the table and fall into bed exhausted every night. As much as I wished for him during those years… my new, wonderful husband didn’t show up. My last child is now grown, and I am looking forward to my life finally being my own. It would be nice to have plenty of money to get massages and go on cruises, but I have learned to appreciate the simple enjoyment of just being alive and creating new possibilities from where I stand now… without regret.
Yes, the piece is aimed at 20 somethings. Sorry to hear you have had some bumps. I wish you the best in the future.
Thank you, Sandi, for this post that reminds me that life happens! I didn’t do the things on this list in my 20s because i was busy raising a child by myself and healing from an abusive marriage. To be without regrets for me means that i accept that this happened and then us the regrets to inform my choices going forward within the constraints of life that hasn’t given me unlimited resources, for example.
The thing with being in your 20s is that you’re still fresh out of college and you’ve just gotten a bite of real life. Not all people plan out their lives this early, so we tend to make mistakes or have regrets later on. But I don’t see why you should regret. Life is like that. You learn from making mistakes. Anyway, there’s still time to do some of the things that you regret about. Not everything can be done solely by young people. As long as you have the drive and motivation, you can overcome and do anything even when you are in your 50s.
Good points…
Trivial, but the author’s list is only 8 (not 9) things:
1) traveling more
2) investing early
3) being more responsible with spending
4) better planning
5) seizing more experiences
6) living a more active lifestyle
7) making more friends
8) pursuing a more meaningful career
Ha! You are correct! Perhaps I should have learned to count in my 20s!
With no disrespect whatsoever I am not to sure on the purpose of this article, on Lifehack. As human beings we will always have regrets- in our teens, twenties, thirties, fourties and so on right up until the day we die. Acknowledging our regret is one thing and is an important process but the benefit of realising and recognizing our regrets whilst we are still alive means that we can create a plan of action to ensure that we tick those items off our regret list. We are still alive, recognise your regrets and turn them into a ‘Things I am determined to do…’ list.
I think the purpose was mainly to give those current 20-somethings something to think about and to encourage them not to waste this fertile time for life experiences…
I forwarded this to my 21-year-old son. And now i am thinking: Heck, i don’t have to be in my 20s to do these things! So, i am determined to do more traveling and seize more experiences. Thanks for the reminders!
Mark Bowness: I believe the purpose for this article was just more to be an eye opener and a mind refresher not to take our lives for granted. Eventually we all get old and our youth is gone and YES we do wish we could have done more but that doesn’t mean that perhaps for you and many their lives weren’t great, it just means that you can think of all these wonderful things you want to do but never even try to pursue them and then comes to regret. So i am very sure this article is actually very positive and very encouraging to those who are still young and still have a whole life ahead of them. Me for example I am married and have two children but we still have many goals we want to purse as a family so it is never a bad time to start thinking of those things you always wanted to do.
What the writer is trying to say is if you can use all that energy and the youth in you while you still have the opportunity, do so and enjoy life since you only get one shot !
Deimys Vigil
As someone in my mid-20′s this article makes me pretty upset. I disagree with the entire thought process behind this article. We all choose our own priorities because, well, there’s just not enough time in the day for everything. There just isn’t enough room to accomplish all of these things. How would you have covered travel AND saving, all while pursuing the less-lucrative meaningful career?
I could also look back on my earlier life and think “if only I had gotten better grades, or spent more time with my family.” The fact is, you only have a short time on this planet and blaming yourself for things you didn’t do is wasting time not appreciating the things you did do, or planning the things you will do. You’re making the same mistakes you made in your 20′s.
So you can’t surf a wave in Hawaii because you have kids? Take them out and learn to skateboard with them. So you didn’t make deep enough relationships? Use Facebook to find someone who changed your life, and meet with them to thank them for it. So you bought too many nice things and don’t have enough money? Sell what you don’t need, and stop the ‘apple’ culture that seems to have swept the nation (you don’t need a new cell phone every 2 years, people!). So you didn’t run a marathon? Start practicing golf, and maybe you can hit a hole in one! You wish you had learned to tango and speak italian? What’s stopping you now?
Sandi has the right idea. She had difficult cards dealt to her and she looks back and appreciates her hard work, while looking forward to my future. The author of this piece needs to stop pining. Get out there and change your life for the better, so you don’t write a similar article in your 60′s.
I’m even more disappointed that this post came from a self-proclaimed ‘life fulfillment specialist.’ How can you be self-fulfilled if you spend so much time reflecting on your regrets?
Sorry to be so vocal, but this article pretty much ruined my mood for the day.
I appreciate your point of view. I think it’s not so much focusing on our regrets as acknowledgin them and using that knowledge to shape the way you move forward. If we understand things we wish we had done differently, we can change how we live now and in the future. It’s really about using the past to grow into the future.
Super. Thanks for that. Being in my 30′s this just ruined the rest of my week.
my God!, am 21 and have not done any of those things. thanks for the insight. time to take my life seriously but where do i start?
I enjoyed your article because I did almost none of these things throughout most of my 20′s and completely regret it. I decided to make a change. Went back to college to follow my real path and got hired before graduation. A couple weeks ago I was touching the Alaska Pipeline in -10 degree weather, yesterday I came home after long weekend surfing in Hawaii, and next month I’m going to Brazil to meet new people and develop my Portuguese. Each month I apply a little extra to my student loans to pay down the principal, and a percentage of my paychecks automatically go into retirement savings. You don’t need to be rich…I’m well into the “99 percent.” If you are in your 20′s or early 30′s…take some of this advice and set your life up in the right order. The biggest regrets that follow you will come from the things you didn’t do.
Hell yeah, I am so glad that I’m still in my 20s and didn’t fall prey to most of them! Yay! =))
Another title would be so cool: Things to NOT MISS in your 20s. What DID you DO in your 20s? I went to college during Vietnam War (earning my BA and MFA in art), my art exhibited in museums and galleries. Saw some great rock shows at a time the radio full of all kinds of now classic music. I met (and corresponded with) Anais Nin, worked on Judy Chicago’s Dinner Party, then discovered Patti Smith’s Horses, took some of THE most iconic and most published early punk photos saw some of THE most iconic, greatest bands ever before they burned out, died or became too expensive in big arenas. Patti LOVES my live photos of her, Ramones (my photos now part of their official archives, Clash, Blondie, Sex Pistols, some still great, Devo, X and soooo many more, including early rockers like Chuck Berry, danced many nights away while taking these great photos, I read great books, saw AMAZING affordable touring Broadway plays (early-mid Sondheim, Cabaret, Fiddler, Hello Dolly w/Ginger Rogers and Angela Lansbury twice!! (Mame and Gypsy) (ok, Ginger I was 16 and Mame 18), Dietrich (ok, maybe 18), but you get the picture. Oh yes, there was lots of men (no STDs then!). Sex n drugs n rock in roll, in my 20s, the wild late 60s to late 70′s. You betcha!
Of course I missed out on some things. But wow, look at what I DID!!! Guess what: SO many who did what you listed ENVY, admire and are inspired by me. Cos I’m still as actively doing things. It’s never too late. YES, my finances are a mess. But wow, have I lived some adventures. Created photos and stories which will live on, long after I’m gone. Turned ppl onto music, photography, metaphysics, raw food, yoga and more. Cos I share online. For free. Things to help ppl feel better. NOT live a life of regret.
I’m not into envy, but so many say: wish I did that. Bottom line: of course it’s wise to be prudent, save, and all that. But whatever we do, do it with good intentions, go for it, don’t harm anyone or yourself, enjoy, learn and move on!
WOW is your approach/title negative or what??? What kind of specialist/consultant ARE you??
If I’m in my 20s and I’m spending my money on traveling, what the hell am I supposed to invest with?
I was thinking the same thing. I don’t have much money as it is. But I’m 22 and this article is reaffirming to me that now is the time to do what I can on this list!
“Traveling More” if only I could afford it…
I regret all of them!
No regrets…or yes? 4 more years to go! Travel more!