I generally dislike PG's articles as very tone-deaf and billionaire-having-all-the-time-in-the-world centric, but this one was okay. Figured I'll give it a chance and I don't regret it (this time; a pleasant exception, usually I feel like I wasted my time reading his essays).
Things I do appreciate that are good-ish nuggets:
- Don't try to work on something "prestigious". I agree with that; a lot of people became poor out of ego, myself included a few times in the past.
- Working on something that interests you deeply is a great way to become a super specialist which is honestly a coin toss; it can make you a highly-sought-after expert commanding serious rates... or yet another burned out nerd who knows something very deeply that nobody wants to pay for. I mean OK, I love being satisfied and fulfilled but I can't be like that if I can't pay bills. So that passion is never the #1 priority and that's a fact of life for 99.9999%+ of humanity.
- Investing in something on the side a few hours a week sounds great until you wake up 10 years later _still_ not having the side hustle doing you $2000 a month. As above: coin toss. But I agree that's the right and the pragmatic strategy for working people. Success is not guaranteed and that's of course not a reason NOT to try. Still: work-life balance!
- Getting to the frontier and then filling the gaps is a solid strategy, yep. As per above: make sure you work on something people would pay for, though.
- When to be earnest and when to be [faux] sophisticated is generally not clear and cut. There are events during which you have to be a bit posh or nobody would take you seriously, and sadly those are often the events that might be life or death sentence for your new business idea. I think us the tech nerds are earnest way too much and too often, and don't know when to be "sophisticated". Me putting a formal shirt and pants and pretending to know more about a field than I really did, did net me money that my impostor syndrome screamed that I didn't deserve (but years later, with the objectivity that a brutal hindsight can give you, I absolutely did).
- Ownership of one's work is a great advice, probably the best one in the article... until you realize most startup CEOs understand this and will give you +30% more salary than everyone else because they love having somebody on a stable wage who does 80% of their work and does not ask for percentages of the Series A/B/C/D tranches. Nah, thanks. As we say on the Balkans (butchered translation): "The quality of the music depends on the quantity of the tip". I'm done taking your cause so seriously that I don't have time for my wife. Dangle $25k+ a month in front of my face and we'll talk.
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So my TL;DR is: yes, compound knowledge and work on what you like and try to make it a side hustle, absolutely. Put on some suit when you get to events. Don't always be super humble, that by itself can be a turn off and no you cannot afford to gamble your future on this so yes, sometimes be posh and sophisticated. It frakkin helps with some people! And I don't care if you don't want to be associated with them; many of them are gatekeepers of wealth so, deal with it.
I'll agree: passion shines through and wins people over. It's not enough, though. "Making it" requires making good decisions on multiple lanes.