The amount of survivorship bias ignored in the article is appalling. Why?
Your guidance counsellor told hundreds of kids the same thing, and it was good advice for basically all of them. For every guy who made it rich with some crazy risky stock trade, there's hundreds of guys who lost everything. For every business that was about to go under but managed to pull through, there's hundreds that were in the same position and failed. The attitude of following in the footsteps of the lucky few just seems like it's teaching kids to double down on failure.
Everyone can spot the issue when someone is wasting their money in a casino, thinking they're one more pull on the slot machine away from becoming rich. But for some reason it's encouraged when it's reframed as "following your dreams."
There's a big difference between a casino and actively throwing yourself at problem gradients, learning, adapting.
(I would not even be surprised if some of the survivors did precisely that -- copy behavior of their successful parents, or try to prove their worth in terms of money, lacking other means to receive confirmation.)