Anyways, more than six years later, I’m no longer catching all of the podcasts, I reserve my time for those rare ones that I like to revisit several times, just to let the ideas and concepts sink it deeper. Thank you very much for sharing that conversation, it’s inspiring me to be more daring, live more fully, have fun and seek what makes life just a little more interesting each day, pursuing passion…

Favourite quotes, paraphrased: “Have people respect you rather than like you”, “Be not the best but the only one” and finally “if you don’t know what you need, it’s probably sleep”… I’ll try to remember those!!

ps: Sorry if I posted twice, I tried first on my old phone and I’m not sure it worked…

On one hand, I totally get his point. Young people should take advantage of their youth, energy, and flexibility to take some time off to travel, work interesting jobs, make art, start a business, make a product, learn to cook/dance, or volunteer—you name it. Taking some time to dabble in different things is not only super fun but also a great way to learn about the world and oneself. Jumping right from college or grad school straight into the grind of a career track has the risk of working hard on the wrong career (i.e., hill climbing) or simply burning out (because you’ve been grinding for so long).

But there are a lot of challenges around Kevin Kelly’s recommendation to goof off more. First off is that housing, healthcare, food, etc., are much more expensive than they were for the baby boomers. Baby boomers helped put people like Bush Jr. and Reagan into office, who drastically reduced taxes on the wealthy. And we’ve seen just how much of the wealth is now concentrated in the hands of the super wealthy. The website https://wtfhappenedin1971.com/ covers this topic really well. Those previously high/progressive taxes were funding a lot of things like low-cost college education. I’m oversimplifying a bit, of course. Baby Boomers also helped to vote in more restrictive zoning laws, thus making it harder to add housing supply and driving up the price of housing. In California, Baby boomers (and other voters, of course) put in Prop 13, so that property taxes don’t go up over time. Prop 13 is great if you own a home but kind of sucks for everyone else who relies on things that property taxes help fund. There are many other examples where Baby Boomers pulled up the ladder behind them. They were given tons of opportunities but didn’t want to pay it forward.

It’s also worth pointing out how much baby boomers (and Gen X) over-protected and sheltered their kids. Tim has a great interview with Jon Haidt about the coddling of the American mind – https://www.youtube.com/watch?v=elo89pPREYE. Haidt argues that parenting really changed in the 1990s and kids were overparented/overscheduled/sheltered, etc. Kids weren’t allowed to roam free, have unstructured play, and gain confidence in the world. As a result, more young people are now struggling to put themselves out there in the world and suffering from more mental health challenges (search Jon Haidt on YouTube to learn more about this). This generation of young people is simply not raised in such a way that would allow them to ‘goof off.’ They need the structure they’ve had their whole lives.

Finally, I would point out just how competitive the world has become. I definitely goofed off plenty in my 20s and early 30s (traveling, freelancing, and doing random projects). I work in the tech space now as a sales engineer and got laid off last year. Never once have I met a boss or manager who valued my travel or diverse array of experiences. Instead, they judge me as a generalist and perhaps as a dilettante. Most jobs I’ve interviewed for simply want the most specialized and experienced person for the role that they can find. These managers are time-strapped and risk-averse and just want to make the surest bet. They don’t know what to do with a scrappy, smart generalist who has goofed off and explored a bit. I think a lot of these managers might actually resent people who have goofed off because so many of them have been on the stressful grind for so long. Or maybe this is just the type of people that I meet in the sales engineering world.

Zooming out a bit more, I’ve become more skeptical of advice by people like Kevin Kelly and Derek Sivers. These are truly exceptional people—like far to the right of the bell curve in terms of smarts, motivation, and work ethic. Not everyone can move in the world like they can, and we should be cautious about taking their advice if we aren’t like them. In Tim’s recent interview with Derek Sivers (https://www.youtube.com/watch?v=gnk4sgOFjBQ), he talks about how maniacal he was at practicing music at a young age. His friends gave him a hard time because all he wanted to do was practice scales over and over. The dude was exceptionally motivated from a very early age. If you’re not naturally highly motivated as a teenager, maybe you should be cautious about taking his advice.

In Sivers’ blog post ‘There’s no speed limit’ (https://sive.rs/kimo), he talks about how the average pace is for chumps and that he was able to finish Berklee School of Music in much less time than the average person takes, thanks to studying ahead of time with a mentor and reading the books and testing out. He wasn’t a ‘chump,’ and the lesson is that you shouldn’t be either. His advice is great if you are already highly intelligent and motivated. But the rest of us chumps (i.e., average and ordinary people), we might have to play by different rules.

Even though it’s made for a lot of difficult job hunts so far in my life, I still don’t regret my ‘goof-off’ time. I’ll get to where I need to go in my career; it’s simply going to take me longer than if I had specialized in something ten years ago. I’ve accepted feeling ‘behind’ as a price I have to pay. I felt like pointing out the variety of issues with ‘goofing off’ as a blanket recommendation. There are a lot of things that work against goofing off. I still absolutely recommend it, but with more caveats than Kevin Kelly gives.

Thanks for a great episode!

And if you know anyone hiring an excellent content writer, contact me at [Moderator: contact information removed.] 😊👍

Take care!

Hey CM, I was going to write exactly the same thing, however in light of the conversation I had my AI intern do it for me.

I was thoroughly impressed by the fascinating interview with Kevin Kelly and his exceptional intellect. I’ve been an admirer of both Kevin Kelly and yourself for some time. I’d like to bring to your attention a small correction regarding the renowned “Anne of Green Gables” books. The author and subject of the books are from Prince Edward Island in Canada, not Nova Scotia. This distinction is significant, it may be an affront to Lucy Maude Montgomery’s more than 1000 real fans. In Japan, the book is highly respected, and numerous Japanese tourists flock to PEI to experience the authentic “Anne’s Land” experience. Thank you for delving into important and critical topics.