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Millennials nearing 40 are sharing their biggest mistakes so everyone can learn from them

Here are 21 of the most powerful responses.

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via Pexels

Millennials are now old enough to seriously reflect on life.

It seems like only yesterday a millennial was a college kid that baby boomers chided for being entitled and Gen Xers thought were way too sincere and needed to learn how to take a joke. Today, the oldest millennials, those born around 1980, have hit their 40s and have lived long enough to have some serious regrets.

They also have enough experience to take some pride in decisions that, in hindsight, were the right moves. The good news is that at 40 there is still plenty of time to learn from our successes and failures to set ourselves up for a great second half of life. These lessons are also valuable to the Gen Zers coming up who can avoid the pitfalls of the older generation.

A Reddit user who has since deleted their profile asked millennials nearing 40 “what were your biggest mistakes at this point in life?” and they received more than 2,200 responses. The biggest regrets these millennials have are being flippant about their health and not saving enough money when they were younger.

They also realized that the carefree days of youth are fleeting and impossible to get back. So they should have spent less time working and more time enjoying themselves. Many also lamented that they should have taken their education more seriously in their 20s so they have more opportunities now.

The responses to this thread are bittersweet. It's tough hearing people come to grips with their regrets but the realizations are also opportunities to grow. Hopefully, some younger people will read this thread and take the advice to heart.

Here are 21 of the most powerful responses to the question: “Millennials of Reddit now nearing your 40s, what were your biggest mistakes at this point in life?”

1.

"Not taking care of my hearing, not even 35 and going deaf." — Kusanagi8811

2.

"Not getting healthy earlier." — zombiearchivist

3.

"Staying too long at a job in my 20s, just because it was safe and easy. When I finally got the motivation to leave, ended up with an almost 50% pay boost." — Hrekires

4.

"Thinking that I could and should put myself on the back burner for anything and anyone else." — lenalilly227

5.

"Smoking and not dealing with my shit the right way." — Allenrw3

6.

"Pining after the wrong person." — runikepisteme

7.

"I turned 40 this year and just started liking who I am. Why the fuck did it take 40 years for self acceptance?" — guscallee

8.

"Take care of your fucking back. Lift with your knees. Sure it's rad when you grab a fridge by yourself and lift it in the back of a moving truck unaided, but one day that shit is going to have consequences that won't just magically go away by resting and "taking it easy" for a week." — GuyTallman

9.

"I wish I spent more time with my dad while I had the chance." — CharlieChooper

10.

"I'm 37. I absolutely could have taken better care of my body, but I'm in relatively good health. I'm starting to realize how important it is to maintain my health. I do also think I drank far too much in my 20 and early 30's. I'm trying to rectify that now, but it's hard. So that I guess." — dartastic

11.

"I'm not sure if people have experienced the same but when I entered my 30s I became convinced I was rapidly running out of time. Rather than using that as motivation I let it paralyze me with indecision because I "couldn't afford to make the wrong choice." Consequently, I'm now 39 and, though I've had great things happen in my 30s, I regret spending so much time worrying and so little time committing to a course of action." — tomwaste

12.

"Work to live, don’t live to work. You have half your working life after you turn 40 but only 20-25 years to really live it up before the responsibilities become heavy and your joints start to ache. Live life. Really LIVE it. Experience as much you can. Every sensation, sight, sound, touch. Be open. Be brave. Live your first few decades in the fast lane. You have the rest of your life to take it easy, when you have no choice." — MrDundee666

13.

"I should have paid more attention to my parents telling me to save money and less attention when they were teaching me about purity culture." — Arkie_MTB

14.

"If I could tell my 18 year old self one thing, it would be to save 10% of every paycheck I ever got." — PutAForkInHim

15.

"Thinking that I have time to do everything I want only to find myself loosing time, and the endless energy I used to have in order to purse them." — ezZiioFTW

16.

"Not wearing sunscreen." — blueboxreddress

17.

"Not recognizing the importance of work/life balance earlier in life. My late teens, all 20's, and early 30's were spent pulling 60-100+hr weeks because I thought it was what was required to succeed. How wrong I was. Others stabbed me in the back and reaped the reward.

1.) Putting work first for too long. Work is my #1 priority during work hours now. After quitting time, I don't think about it (much) anymore. I don't vent to my wife or friends about it anymore either.

2.) Investing more into fast cars than solid long-term investments. Sure, it was fun, but I could have made bookoos more had I put that towards less-fun investments.

3.) Not using PTO and just waiting for the payout. All those years, missed. I'm in my mid 30's and I didn't actually have a real vacation until 3 years ago.

4.) Not realizing that "the good guy" often loses. Just because you're morally justified doesn't mean you're going to win. Just because there's a number to call doesn't mean anyone will actually help you. Just because "law" exists, doesn't mean people follow it, enforce it, or create justice. The world is dog eat dog and cynicism can be healthy in moderate doses." — [Deleted]

18.

"When you get out of college, keep your friends. No matter how hard it is. Hold on to them." — mpssss22

19.

"I imagine these are kinda universal:

Not getting fit and healthy
Assuming I'd be offered proper guidance on how to achieve my goals
Assuming higher education would help me achieve my goals
Spending far too long caring what people think
Not taking risks that might better my life when I was younger and had nothing to lose
Staying in relationships too long after they were clearly done." — katapultperson

20.

"Always ask for more pay. Starting, yearly, before leaving, whatever. Get that money." — SensibleReply

21.

"Spending too much time in front of a screen and not enough enjoying life." — BellaPadella

This article originally appeared two years ago.

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Education

A simple neuroscience brain trick to stay quiet instead of saying impulsive things you'll regret

Calm body, closed mouth.

shhh, quiet, zip it, mouth closed, say nothing, be quiet

via Canva/Photos

A woman zipping up her lips.

There are times to speak up, moments when it’s best to say nothing, and opportunities be very considerate in your response. But when you’re on the receiving end of a back-handed compliment, a foolish remark, or a coworker takes you down a peg, and your emotions are up, it can be hard to have a thoughtful response. Often, we say something we shouldn’t.

How is it that some folks fly off the handle and say things they’ll later regret, while others can stay calm and remove themselves from the situation or take the high ground? One way to be less impulsive with your words is to use the “name it to tame it” neuroscience hack, originally coined by author and psychiatrist Dr. Dan Siegel. When used properly, it allows you to step back from the moment and choose the best response in a challenging situation.

shhh, quiet, zip it, mouth closed, say nothing, be quiet A man saying "be quiet."via Canva/Photos

How to use the ‘name it to tame it’ hack

When someone upsets you, the first thing to do is to go inside yourself and describe the emotion that you feel in your body. Are you angry? Are you sad? Are you afraid? Do you feel rejected? Are you disappointed? The moment you name the emotion, it will begin to subside and give you the emotional and mental room to respond to the person who caused the negative emotion, rather than impulsively reacting.

How to respond to a reactive emotion so you don’t fly off the handle:

Event happens:

1. Your body stiffens up

2. You feel an intense emotion

3. You examine the emotion and give it a name: “My body is telling me I am angry.”

4. You should feel the emotion beginning to subside

5. Choose your response instead of being impulsive

shhh, quiet, zip it, mouth closed, say nothing, be quiet A woman zipping up her mouth.via Canva/Photos

Why does ‘name it to tame it’ work?

“Name it to tame it” works because, when we have a strong emotional reaction, our lizard brain kicks in, and we go into fight, flight, or freeze mode. The lizard brain is not known for giving thoughtful and strategic responses to challenging situations. When we name the emotion, our prefrontal cortex, or the thinking brain, kicks in. The thinking brain looks at the situation and says, “Alright, we don’t need to run or fight here. It's best to give a strategic response.”

When we tune into the negative emotions by naming them, they relax because they feel heard, like when a child has hurt their knee or a loved one has real concern and you gives them undivided attention. Once the emotions are named, they are tamed. Then, you are more likely to respond to the negative person with grace and speak from the best part of yourself.

Dr. Dan Siegel, who coined the phrase “Name it to tame it,” explains the brain science behind the technique in the video below. He does a great job of explaining how it allows us to transfer our thoughts from the downstairs brain (the lizard brain) to the upstairs brain (the thinking brain), so we can calm down and respond appropriately to the situation.

- YouTube www.youtube.com

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Pop Culture

Lawyer explains why everyone should do 'mandatory hospice volunteering' when they turn 18

"It changed my entire way of viewing the world."

hospice, hospice volunteer, impact theory, impact theory podcast, tom bilyeu, apple podcast, james sexton, death

Photo credit: Canva

Left: An older women side by side with a younger woman. Right: A young male hospital worker and a male patient.

In a recent, thought-provoking episode of the Impact Theory podcast with Tom Bilyeu, renowned divorce attorney and author James Sexton shared how being a hospice volunteer drastically changed his perspective on life.

"I think when you turn 18, you should have to do a year or two of mandatory hospice volunteering," Sexton said. "It changed my entire way of viewing the world."

Sexton recalled that while death itself wasn't necessarily the prime source of conversation—most of his volunteer work involved doing little odds and ends for folks—its presence was still palpable. Because of that, he walked out of each visit feeling like a "samurai," as all the things he thought were "so important five minutes ago" fell to the wayside.

"Spend time with people that are dying," he said. "All their stuff is a great big pile of nothing. Like, all that they can talk about is the people that they love, the connections that they made, the experiences that they had that were beautiful or painful."

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That realization became even more apparent when he learned that his own mother was terminally ill with cancer and past the point that any doctor could help her.

"In that moment, all of the other things that I was stressed about and worried about, the volume was turned so far down on all those things because my mom was gonna die," Sexton said. "All that became important was how could I spend a little more time with her. How can I make sure she knows that I love her? How can I savor this?"

Developing an awareness of death during early adulthood, Sexton argued, would help people not get "distracted" by a society that constantly tries to make you forget that death is inevitable. Therefore, they wouldn't pay attention to the "meaningless sh*t that keeps the machine moving," and instead focus on what really matters.

And what really matters? Important things like kissing a spouse, for example, which Sexton reminded Bilyeu (and, conversely, all of us) happen a finite number of times. You won't know what that finite number is "until you've passed it," he warned.

hospice, hospice volunteer, impact theory, impact theory podcast, tom bilyeu, apple podcast, james sexton, death A couple kissing.Photo credit: Canva

"If you don't keep that in your line of sight, you're a fool," Sexton said. "You're gonna think you're gonna get to do that forever. You're gonna think you can do that all time and you don't. You will not do that forever. ... And that's the most beautiful thing in the world. It's what makes that so special."

For Sexton, being a hospice volunteer cemented this perspective, and since then, "nothing has been the same." It didn't mean suddenly "living life like a monk," but it did mean sharing his love a little more freely and appreciating that "things have to end."

Between hospice volunteering and working as a divorce lawyer, Sexton has become an expert of sorts with "endings." He argues that we must look at life through this lens because the one constant is that "everything is ending all the time," and ignoring that fact "does a tremendous disservice."

American culture generally treats death with avoidance, viewing it as a taboo topic or a medical failure rather than a natural stage of life. It is highly clinical and sanitized, with many people dying in hospitals away from family and loved ones. While shifting toward more home-based hospice care, U.S. society remains heavily influenced by "death-denying" attitudes that emphasize quick, efficient mourning. Compare that to other cultures with consistent mourning rituals, like Mexico's Día de los Muertos and Japan's Obon.

Perhaps Sexton's hospice volunteering concept could act as something similar to these traditions—a rite of passage that doesn't have us avoiding death, but walking alongside it.

You can watch the full Impact Theory episode below:

- YouTube www.youtube.com

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Psychologists say there are 4 types of introverts. These are the personality traits of each one.

The four types of introverts: Social, Thinking, Anxious, and Restrained.

introvert, introvers, types of introverts, introverted, introvert types, 4 introvert types

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A woman sits in a chair reading a book.

Introverts can have many personality stereotypes. Many people assume they are quiet homebodies who prefer alone time, but not all introverts are the same.

Psychologist Jonathan M. Cheek, along with his colleagues Jennifer Grimes and Julie Norem at Wellesley College, presented findings in a 2011 study identifying four types of introverts: Social, Thinking, Anxious, and Restrained (STAR).

"Many people assume introversion is fixed, but introversion is on a spectrum," Chloë Bean, a somatic trauma therapist in Los Angeles, told Upworthy.

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Essentially, there is no one-size-fits-all type of introvert.

"It can shift depending on life phase, your stress level, burnout, support system, and trauma history," Bean said. "What looks like 'being introverted' is sometimes the nervous system doing it's job, protecting you especially when you're feeling overwhelmed or need to connect with yourself more."

Four types of introverts

In an interview with The Cut, Cheek explained that these introvert "types" are more like "shades," and that introverts are often a mix of each one. Here's what you need to know about each type of introvert:

introvert, introverts, being introverted, social introvert, introverts hanging out Three women sit on a blanket in the park. Photo credit: Canva

Social introverts

Bean noted that social introverts may be selective about who they connect with. They enjoy spending time with others but need downtime to recover.

"They prefer to stay home with a book or a computer, or to stick to small gatherings with close friends, as opposed to attending large parties with many strangers," Cheek explained.

How to tell if it's you:

"You may tend to lose a lot of energy when socializing in large groups even when they're fun and prefer one-on-one time," said Bean. "You may feel more regulated with one person at a time, as you can feel overstimulated with more than one person at a time."

Thinking introverts

Thinking introverts are internally rich, deep, and active but appear quiet on the outside, Bean noted. They spend a lot of time reflecting, imagining, creating, or analyzing.

"You're capable of getting lost in an internal fantasy world," Cheek said. "But it's not in a neurotic way, it's in an imaginative and creative way."

How to tell if it's you:

"You feel energized and excited by ideas but you feel exhausted when there is constant feedback and stimulation externally," Bean explained. "You need time to be with your thoughts to come to your conclusion so staying with your inner voice and process is supportive because you can get easily distracted by others' thoughts and opinions."

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The 4 Types Of Introverts

Anxious introverts

Bean said that anxious introverts deal with anxiety and avoidance driven by fear, as the body anticipates rejection or not being accepted socially.

How to tell if it's you:

"You might replay conversations, dread upcoming plans and cancel them when the tension and anxiety gets too strong," Bean shared. "This is often less about your personality and more about your nervous system feeling dysregulated by thoughts about socializing."

Restrained introverts

Restrained introverts are highly observant, take time to warm up to others, and are cautious about who they spend their energy with, Bean explained.

How to tell if it's you:

"It might take you some time to feel like you can trust others and feel safe enough to speak up," Bean said. "You might also avoid being put on the spot or being the center of attention."

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Culture

Millennials complain that their Boomer parents won't throw anything away. A psychologist explains why.

"3 car garage...cannot fit a single car in there."

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A Baby Boomer stands in his cluttered garage.

Millennials with Baby Boomer parents have not been shy about airing their complaints about the older generation. Millennials have previously noted that their parents tend to hoard food—and now they're are airing their grievances about Boomer "stuff avalanche."

On Reddit, Millennials discussed their frustrations about their Boomer parents and the insane amount of junk they have in their homes that (allegedly) will one day be passed down to them to deal with. Many Millennials shared that it is a source of contention for them, and that they wish their parents would just throw things out.

"3 car garage...cannot fit a single car in there," one commented. And another stated, "I am very concerned with the amount of junk my parents are holding onto."

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A fellow peeved Millennial added, "The worst part is that our parents think this is all worth lots and lots of money. Don’t worry kids, these three sets of china I’m saving for you will be worth millions!"

Another had laid down the law: "My mom kept joking about all the 'stuff' being my inheritance. After a few times I was tired of it, I looked her dead in the face and said in the most monotone I could get. 'I will get the biggest dumpster I can, and it will all go in the trash.' She stopped making that joke, and my parents have been slowly throwing out their junk ever since."

clutter, baby boomer stuff avalance, stuff, too much stuff, decluttering A Baby Boomer garage filled with stuff.Photo credit: Canva

Why Boomers struggle to throw things away

"The Boomer generation grew up in the post-war era shaped by rationing and economic rebuilding," Daniel Glazer, clinical psychologist and co-founder of US Therapy Rooms, tells Upworthy.

He adds that the Boomer inability to let stuff go is often criticized, but when you look at the psychology of their attachment to objects, their behavior makes much more sense.

"Not so long ago, saving things was an adaptive habit. 'That might come in handy' was a common refrain in households in which replacing something was not so easy, or affordable," says Glazer. "There is also an element of emotional security that comes from the things that have surrounded us through decades of life events, or even across a lifetime."

And for many Boomers, getting rid of stuff can signify an even bigger mental battle.

"As people age, there can also be an increased awareness of mortality," says Esin Pinarli, founder and holistic psychotherapist at Eternal Wellness Counseling. "Letting go of objects can feel symbolic, almost like letting go of chapters of their life. If no one is asking about those chapters anymore, those objects become the tangible proof that those experiences mattered. So it’s not stubbornness. It’s often about attachment, meaning-making, and a fear of losing relevance or erasing parts of their story."

How to help Boomers declutter

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Starting the conversation with Boomer parents in an empathetic and understanding way may help the process go more smoothly and deepen the relationship between them and their children. Here are a few examples of conversation starters Millennials can use when talking to their Boomer parents about decluttering:

Conversation Starter #1: "I know these things mean something to you. I’d love to hear the story behind a few of them."

"This shifts the focus from getting rid of objects to honoring the meaning behind them," says Pinarli. "When a parent feels seen and understood, they’re often more open to eventually letting go. It validates that the attachment is about memory and identity, not just stuff."

Conversation Starter #2: "What would feel good for you to keep, and what feels like it’s just taking up space now?"

"This gives them agency," Pinarli explains. "Instead of telling them what to throw away, it invites them to reflect on what still feels meaningful versus what might no longer serve them. That sense of control reduces defensiveness."

Conversation Starter #3: "Would it help to go through this together so we can make sure the important things are preserved?"

"This frames decluttering as a collaborative and supportive process, not a demand," Pinarli shares. "It reassures them that their memories and legacy won’t be dismissed or erased, which can lower the emotional intensity around letting go."

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Culture

Customer was leaving a cash tip until he saw what the angry server had already written on his $33 bill

"Learn to TIP. It's not my job to serve you FOR FREE!"

tipping culture debate, server tip note receipt, Lionell Carr Threads viral, restaurant tipping 2026, tipping etiquette US, Pew Research tipping survey, server minimum wage tips, cash tip restaurant, tipping fatigue America, viral restaurant receipt

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A restaurant customer looks at his bill

Lionell Carr (@lionellsaidit2) stopped for breakfast while traveling over the holidays. His bill came to $33.06. He paid on the card, leaving the tip line blank because he planned to leave cash on the table. Before he could, the bill came back.

Written on the receipt in bold red letters: "Learn to TIP. It's not my job to serve you FOR FREE!"

Carr posted a photo of it to Threads last December, with a caption that summed up his reaction: "On my holiday travels, I stopped and had breakfast. this occurred afterwards. I was gonna leave a cash tip......" He added, "These servers are out of control, a lot of times they blocked their blessings for greed!"

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The post has since pulled in 4.5 million views, according to Newsweek, and the comment section became exactly what you'd expect: a full-scale argument about one of the most reliably combustible topics in American public life.

On one side, people who felt the server crossed a line. "If you're not getting paid by your EMPLOYER, that's your fault. Tipping is OPTIONAL," wrote @gaga.looie. @trice_the_bea added, "U.S.A. should start learning how to pay its workers. Tips should be a reward for kind service, not their paycheck."

On the other, people who felt the server's frustration was completely understandable given the economic reality behind it. "greed? in U.S. servers get a base salary of $2.13/hour on average," wrote @lucy.vard. "The majority of the money they make is tips. We can argue that the system is broken, and restaurant owners should pay their employees, and, while valid, it's a different point. This is how system works, and we shouldn't punish people for the system's imperfection."

tipping culture debate, server tip note receipt, Lionell Carr Threads viral, restaurant tipping 2026, tipping etiquette US, Pew Research tipping survey, server minimum wage tips, cash tip restaurant, tipping fatigue America, viral restaurant receipt YouTube

Both responses capture something true, which is probably why this post keeps spreading.

The structural reality is that the American tipping system puts servers and customers in an uncomfortable position that neither of them created. According to a 2023 Pew Research Center survey, 72% of U.S. adults say they are being asked to tip in more places than five years ago. More Americans oppose businesses suggesting tip amounts (40%) than support it (24%). And 77% of diners say the quality of service is their primary factor in deciding how much to tip, which means a server's income is perpetually attached to variables outside their control.

That pressure is real. So is the frustration of a customer who genuinely intended to leave cash and got a lecture in red ink before he had the chance.

What makes this story harder to resolve than it looks is that the server's note wasn't wrong about the economics. It was just aimed at the wrong person. The broken part of the system isn't the customer who leaves cash instead of a card tip. It's the system that pays servers $2.13 an hour and asks both parties to sort out the rest between themselves.

@azjohnsons put it plainly in the comments: "Tips are their salary. Not a blessing. They worked and should be paid. Sorry for the frustrated note but I get it."

That might be the most honest sentence in the whole thread.

You can follow Lionell Carr (@lionellsaidit2) on Instagram Threads for more content on lifestyle.

This article originally appeared earlier this year.

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