This is a guest post from Colin Wright of Exile Lifestyle. Colin is currently in the process of moving to Buenos Aires, Argentina where he intends to run his design business via a location independent lifestyle.
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I’ve never really hung out with people my age. This might stem from my early days of employment, back when I was 14 and spending all my time with the 20-something ladies that were my coworkers at this indy bookstore down the street from my school.
Regardless of why I did it, being more or less constantly around an older crowd has given me a handful of distinct advantages over those who hang out with only people their age or younger.
One really beneficial result is that I’ve been able to learn from other people’s mistakes. It’s true that everyone has something to teach you, and the older the person you’re talking to, the more they have to teach. Think of all the things you’ve learned and mistakes you’ve made in just the past year. If you could help someone younger than you bypass all those bad situations by telling them the lesson ahead of time, wouldn’t you? In my experience, most people will.
I’ve found that spending time with people who are older can also help you relate to a completely different audience. Without a doubt you can already communicate fairly clearly with people in your own age group, but how well can you keep a conversation going with people your parent’s age? Older? Silly things like knowledge of old music and pop culture have helped me significantly in learning more and making allies while doing business (because let’s be honest: most industries are still dominated by middle-aged folk, not twenty- and thirty-somethings).
Probably the biggest advantage that I’ve acquired by spending time with people older than myself is my sense of what’s possible and where I should be. When you’re 14, the business world looks kind of bleak and unattainable…you can look at it through the glass, but the glass is dirty and thick so what’s on the other side doesn’t make much sense or seem terribly important.
When your friends obsess over their careers (previous, current and future) and talk to you, their young friend, about how work is going and where they plan on being in a few years, you can’t help but pick up on the some of the urgency and try to take advantage of any headstarts that are available.
I personally started planning my college career a while before I was in college simply because I had known so many people who got almost no value out of their expensive tryst with higher education. ‘What a shame!’ I thought. ‘Perhaps, having seen the possible future, I can do better!’ So I did.
The really strange thing is that after a while, you stop subtly comparing yourself with other people your age, because you’ve been ‘competing’ with people who are older for so long. At a certain point, there ceases to be much competition left in your own age group because the standards are so much lower there than you are accustomed to.
At this point you may be thinking ‘Well thanks for telling me this now. I’m already in high school / in college / graduated / married with 4 kids / a triple-divorcee with no prospects…it’s a little late for me to take advantage of this idea.’
Nay! Wherever you’re at in life is the perfect time to make a change. There will always be someone who is older and wiser and who can help you champion your way through life by using theirs as a yardstick by which to measure you own achievements.
So take the time to call up your parents, your aunt or uncle, an old friend you met at the coffee shop or a professor that you respect and see if you can take them out for a drink (coffee, juice, artisanal beer, whatever seems appropriate). Talk to them about what they think is important – just let them go wild without a whole lot of guidance on your part. Any advice they have will come spilling out.
On some level, we as humans – a tribal species – can’t help but feel that passing on knowledge is like bearing a child. By contributing to the future of our kind, we leave something behind after we die that can be just as important (or more important) as bringing a child into the world.
Just be sure that when you’re old and cranky you still take the time to pass on the stories and knowledge that you’ve accumulated to the next generation. You could do much worse than to have hundreds of members of the next generation forever influenced by your storytelling and advice.
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Good advice for all ages. Thanks, really enjoyed it.
“(coffee, juice, artisanal beer, whatever seems appropriate).”
This is what stood out to me the most from this post…probably because I only hang out with 16-year-olds.
Ok ok, kidding aside, this post is spot on. If you want to get ahead faster, it’s so important to step out of your comfort zone and socialize with an older generation. They have so much to offer that you just can’t get from your equally aged peers.
Having a diverse group of friends is extremely important as well. You’ll never experience the growth you’re capable of hanging out with one demographic.
I completely agree Colin. Hanging out with an older crowd has been my forte as well. I love learning from the people around me. I think being the youngest in my family also has something to do with it. I sat back and watched my sister go through everything growing up. How she got in trouble with my parents, etc. I’ve always had friends and dated men few years older. I find my grand parents and their friends fascinating as well. They have so much wisdom and lessons learned to share. I only wish I lived closer to them. Great work as usual
That was an extremely entertaining and informative piece. Great writing!
Dave
LifeExcursion
Thanks for the comments, folks! I’m just thrilled to have my work over here at Sean’s blog; look for something of his on mine tomorrow!
For most of my life my friends have all been 5 to 10 years older than me. I guess it started in junior high school with neighbors and family friends and continued from there.
Depending on your age of course, older friends tend to be doing more interesting and challenging things. It was my older friends and family that first got me interested in computers, business, music, sports, virtually everything. Younger friends were into partying and living for now. Older friends were more about the future.
Once you pass thirty or so though, age doesn’t matter anymore. I am learning more from 25 year olds, than 55 year olds that is for sure.
Really enjoyed reading this post! Lots of good tips.
I can really connect with your ideas that come from working at such a young age. I’ve spent the last 3 years of college focusing on my business and the future, instead of partying every night and playing X-Box 6 hours a day. I have still had a great time and have made tons of friends, but a HUGE focus of mine has been preparing for what I want to do after school.
Once again, great post.
Hi Colin,
I’ve always naturally gravitated towards hanging out with an older crowd, but never thought of the benefits of learning lessons that they already learned the tough way. I mean, I must do it automatically since I’m always on a quest to learn more, and enjoy hanging out with people wiser than myself…

Interesting perspective…. you made me realize some new things!
Karen
I’ve also found that since I’ve spent most of my adult life hanging out with folks older than me (heck, my childhood I lived with my grandparents!) that I have a horrible time judging age. I always assume people older than me are closer to my age and then I always assume I’m WAAY older than people my own age. Which is funny, cause people my age or younger than me think I’m about 4-5 years younger than I am!
Honestly, this is the most important should-be-obvious-but-isn’t aspect of becoming a fascinating, well-rounded person. Your point about elevating standards is crucial. Surrounding yourself with maturity and life lessons from people who don’t even know what a ‘blog’ means is the ultimate personal development. Go spend a day in a retirement home and I guarantee it will change your world more than any conference you could ever attend.
You’ll rarely regret the conversation you start with the 60 year old woman sipping a gin martini, alone at the end of the bar. You will almost always regret the one started with the pack of Cosmo-toasting 22 year old girls taking pictures of themselves for Facebook.
Good post Colin.
David
@Tyler: Ha! Well at least you’re honest! It’s true, though, the variety as a whole is important, and that one shouldn’t only hang out with old people, either. Having a diverse group of friends keeps you up with the latest gossip, historical facts, and everything in between.
@Amber: I also had the benefit of sitting back and watching my older sister make a lot of mistakes (that I was then able to avoid..thanks sis!). I tend to date women who are a year or two (or sometimes more) older than myself, as well. Always nice to get a slightly different perspective on life from the person you tend to be around the most (and in a lot of cases I find it difficult to relate to people my age).
@John: Yeah, the party scene got pretty old pretty quick, and though I enjoy a good party, as Postal Service said in one of their songs, ‘It’s not a party if it happens every night.’ Good to note that the older you get, the more you learn from younger people, too. A lot of my clients are actually savvy older professionals and business owners who find they can’t keep up with their prime demographic, so they hire me to help explain social media, technology, etc to them. Kudos to anyone who manages to span the void, because it can’t be easy to be 50 and still understand tween-culture!
@Nate: Thanks! Yeah, most of the roommates I had in college are really fantastic Halo players, but didn’t end up graduating, much less running a business. I think I made the right choice for me (though I do get slaughtered pretty badly when I try to play Halo with my little sister).
@Karen: Glad it helped add some perspective! If you’re doing it already, though, you should be good to go. Just keep doing what you’re doing!
@Elisa: Haha, I get a similar response, actually. Most people who haven’t met me yet think I’m in my low 20′s (which is true, I suppose..I’m 24), but if they’ve spoken to me on the phone or online first, or if we have a conversation before they say anything about it, I usually get a guess of 30+. It’s all situational, I suppose, though I do tend to make the same skewed guesses that you do about other people’s ages regardless of the circumstances.
@David: Amen to that. Some of the best conversations I’ve had have been with clients or potential clients that have been much older. It almost always starts out with them telling me about the band they were in when they were going to school, or wondering over the fact that I know who Simon and Garfunkle are (really?) before spiraling into a life story that is endlessly fascinating.
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