Mistakes I Made In My Early Twenties

“The wise man learns from someone else’s mistakes, the smart man learns from his own, and the stupid one never learns.”

I’ve had quite a bit more success in life than most twenty-eight year olds. But I’ve also endured some self-inflicted setbacks. I don’t dwell on these mistakes, but I do try to learn from them. If you’re a young man trying to figure out life, maybe you can learn from them too.

Here are five mistakes I made in my early twenties, and how you can avoid making them yourself:

1)  Taking A Gap Year

Shortly after finishing school, I spent a year traveling through Southeast Asia, India and Europe. It was an incredible experience. It opened my eyes to the sort of life I wanted to live. I met generous and interesting people all over the world, friends who I hope to stay in contact with for life. I wrote a book. I became a better person.

But, I made one big mistake during my time abroad: I treated it like a “Gap Year.” I spent too much of my time partying, chasing girls, sightseeing, and dicking around.

It was a lot of fun, but I should have spent more of my time learning, writing, working, and seeking out business opportunities. I don’t regret my decision to spend a year traveling. But I should have approached that year with more focus, and with more commitment to personal growth. Instead, I treated it like a vacation.

But no twenty-something deserves a vacation. I would even say no thirty-something deserves a vacation. Weekend in Vegas? Sure. A month or two of backpacking to celebrate a major life milestone? OK. But no long-term travel for its own sake, no mini-retirements, and no “gap years” when you’re a young man – wait until you’ve earned it. Don’t become the filthy 38-year old hippie trying to bargain with the owner of a $3/night hostel.

2) Letting Alcohol Control Me

Between the ages of seventeen and twenty-three, I drank and partied heavily several nights a week. My entire social life revolved around alcohol. I spent almost half my waking hours either drunk or hungover.

The crazy thing is that my drinking habits were only a bit above average in my peer group. I played rugby at a big college, and ran with a few hard-partying circles. As a result, my behaviour felt completely natural.

I’m not anti-alcohol. Drinking is fun, and it’s often a necessary part of building relationships with friends, girls, and clients. The health effects of somewhat-responsible drinking habits are not severe.

But when I reflect on the hours, days, and years of my life that I’ve lost, I realize that I should have drank much, much less. I should have resisted the college binge drinking culture that so many of us accept as ordinary, without even thinking about it.

Mistake #3: Having Sex With Mediocre Girls

I’ve slept a lot of women in my life. Definitely over a hundred, and maybe closer to two.


Well, sex is a lot of fun. So is The Chase, and of course, The Validation.

But among my conquests, I would guess that roughly 10% were really and truly memorable. 40% were nice to have. And fully half were not even worth the trouble. I’ve had some great experiences with some incredible women, but I’ve also had a lot of mediocre sex with a lot of mediocre girls.

How many nights did I spend time and money chasing fresh tail, when I had girls waiting for a call, who were of better quality than 90% of what was at the bar?

How many relationships with amazing girls did I ruin because my ego demanded variety?

How many casual lays did I keep in the rotation just so I could feel like a cool-guy player?

The Good-Looking Loser has a great post on Guys Who Get Laid versus Guys Who Get Validation. In my late twenties, I’m realizing that most of the girls I chased in my youth, I chased for the validation. Yes, I wanted to get laid. But more than that, I wanted to be the guy who got laid. I wanted the respect of the girls, friends, and complete strangers whom (I hoped) saw me as the “cool player guy.” As a result, I over-valued variety, above and beyond what I really wanted. I got sucked into chasing Validation, instead of satisfaction, happiness, and meaning.

In addition to the Validation Trap, the life of the player is inherently risky. Pregnancies, STDs, false rape accusations, and other hazards are out there. The risks are worth it, for the quality girls. But most girls are not worth the time it takes to fuck them, let alone risking the rest of your life.

Just to be clear: The last thing I want to do is push guys away from the seduction community. All young men should be learning game, approaching girls, and working on the skills they need to sleep with attractive women.

What I am saying is this: Look inside and ask yourself if you’re chasing girls for sex, or validation. If sleeping with hundreds of girls isn’t what you truly want, don’t do it. If you value quality over quantity, go out hunting with a sniper rifle instead of a P90.

Mistake #4: Not Writing Enough

This bullet will surprise those who know me. I’ve written hundreds and thousands, maybe even millions of words, over the past decade. I’ve written blogs, books, columns, journals, and even some truly awful poetry.

But no matter how much time I’ve spent writing, I wish I’d spent more. Writing forces me to organize my thoughts. It builds mental rigour, and my habit of writing publicly in the Red Pill/Manosphere/Dark Enlightenment has introduced me to an incredibly valuable network. I’ve gotten so much help from so many people, and I’ve hopefully been able to give back as well.

I highly recommend that all young men develop the habit of writing often. Writing a private journal is a great way to start. Once you’re comfortable with your ability to express yourself, start a blog of your own.

Mistake #5: Going To College

My college experience was better than most. I got a great job in my field right out of school. I made a lot of lifelong friends in college, and I had an absolutely amazing time (see mistakes #2 and #3).

Still, if I could go back in time and talk to my eighteen year old self, I think I would tell him to skip the post-secondary education charade entirely. I suppose I got something out of my education, and it definitely opened up doors for me, but what about the opportunity cost? What else might I have done with those five years?

At the ripe old age of twenty-eight, and after having made a career change into a completely unrelated field, I think I would have been better off if I had skipped college entirely.

Young men, the world is full of opportunity. Not much of it can be found on the politically correct and bureaucratic diploma mills that litter the American continent. Unless you’re earning a marketable degree from a top school, skip college and go do something real with your life.


As you can see, I’ve really and truly fucked up a few major areas of my life throughout my early- and mid-twenties. I’ve made several major mistakes that have held me back, and cost me several years of my life.

But I don’t dwell on my mistakes, because I’ve managed to build a great foundation for life in my twenties despite them.

How I did that is the subject of a follow-up post: The Habits That Make You A Man.

Thumotic Readers: What mistakes have you made in your life? What were the consequences? What new habits have you adopted to correct your path? Please provide some background for context, including your approximate age.


  1. Edward says

    I think a lot of guys go through the “gotta bang a lot of girls” phase, and once they have competent game skills, they see it with less rose-coloured glasses.

    You ask “How many quality relationships did I mess up because of my need for variety” … I’ve thrown a couple away myself, even telling the girls explicitly that it’s because I need variety. But I think the needing-variety-phase is necessary in order to settle me down, and make me truly appreciate the quality relationships that will come to me in the future.

    Maybe that’s just back-rationalizing though. ha.

  2. Rob says

    A man can make many small mistakes and be ok. It’s the big mistakes that must be avoided. Assuming you stop making the same small mistakes, you won’t be any worse off. But one big mistake can irrevocably change your life. Fortunately, judging by your list, you’ve only made small mistakes.

    As someone who has made big mistakes, there is an upside. If you come through the big mistakes intact, you can develop a resolve and toughness that must don’t possess. I wasted the entirely of my early 20’s, The second half of my twenties was spent rebuilding, or getting back to even.

    But even after the mistakes, I’m better than before. If you know what you can’t change, know what you can change, and have the will to act on it, that’s all that matters.

    I’m on the verge of big things, so close I can taste it. It never would have happened without the big mistakes. Just a thought for anyone who feels like their situation is hopeless.

  3. Fortis says

    Hmmmm, let me think:

    I’m a balding, 25 year old virgin who is 30,000 dollars in debt with a 15 year old car and a degree from a Mid-high tier school in (wait for it) English. The funny part about the debt that I owe is that I was actually born with an inheritance, but I had no financial guidance. Everyone in my family is poor, so I spent my money like poor people do: wildly. Did I mention I live in my grandmother’s basement?

    I’m not listing this for sympathy; I actually find my life laughable in how everything is so fucked that it’s surreal and funny to me. However, I have hope and resolve for a new life beyond what Was dealt to me. I have owned up to what I’ve created. Even if someone dealt the hand to me, I still picked it up and played.

    Despite all of that I have all the things I need to turn this all around: a high-functioning brain, a strong body and the will to learn.

  4. InSecurity Inc. says

    Please explain how you change your mind so that you stop craving validation and stop being insecure…

  5. says

    I dropped out of college after my first year, complete waste of time compared to what I could be out achieving on my own. Also the binge-drinking bubble you can find yourself in can really fuck up your work ethic, most college students complain about having a month to write 5000 words, pussies.

    Good post dude.

  6. Graham says

    90% of college is a fucking joke…just a well executed scam for the student loan agencies. I’d trade those 4 years accumulating quasi-useless knowledge for building my life out in the real world in a heartbeat.

  7. masonman says

    People always talk about how college is pointless now days. I just don’t get what I am supposed to do instead? I have shit social skills, nothing particularly marketable, one small previous job on my resume, so I might as well study engineering to at least have something that will get me through the door somewhere.

    I feel like… if you don’t have some kind of real business plan, not going to college and studying a marketable skill has one major consequence: a high possibility of lowering the upper limit on your lifetime income. Not saying its a guarantee, but the statistics aren’t too kind. Right now the average between the income for young college graduates and the income for young high school graduates is about $17,500.

    That’s my fear anyway. Boy do I know fear, in college I’m an anxious mess on my best days.