
The spiritually inclined tech founder is a common archetype/personality of the post-2000 tech boom, and I found the point the article was making, i.e. that his was a shameless strategy, quite off base.
It is important to differentiate between a way of being (e.g., introvert/extrovert, more or less affected by criticism), a goal, a strategy, and a tactic. An excellent read for those topics is "Winners", by Alastair Campbell, which surprisingly few people in tech, and I dare to say in politics too, have read.
He writes when he discusses leadership:
"Obviously, no skin should be so thick that you become impervious to critics who may have a point. But it does need to be thick enough to live with the hurt that criticism and attack may inflict. And thick enough to withstand criticisms that are just part and parcel of being a leader in any situation where others are entitled to express a view. Let them. But don’t let them stop you taking decisions that have to be taken. And don’t let second-guessing of what they might say guide the decision-making process."
I believe that considering one's strengths and weaknesses rationally and logically, examining (briefly!) things that did not work out and rejections are all necessary to improve and being aligned. But keeping a list of and sharing failures like a cake at a wedding is weak. It is weak in form, weak in substance, weak in positive expected consequences.
Modern times, which are tremendously better overall than the olden times, have brought along for some reason—and especially in the US (and the Anglo world more in general)—this idea of being vulnerable and weak as being virtuous. So you have one day the failures, one day the impostor syndrome, the following day "whatever." But I don't find any virtue in that.
Since I am neither US nor Anglo, I remember, still with goosebumps, when a colleague of mine in one of the top tech companies in the Silicon Valley said during a group meeting: "Let me share some of my failures." And he went on with a list of "failed" projects and actions of absolutely zero interest for anybody. I remember the feeling of antipathy toward what I interpreted as either manipulation (please, I am weak, be kind) or tremendously low confidence masquerading as openness to criticism. What I expect from people getting a ton of money and status is: this is what did not work, that's why (if we know why), that's what we should be next time (if we know what and how). I am also looking forward to your comments and opinions. That is strong. Not sob stories.
You wrote: "A teacher talking like that could be very harsh and damaging depending on the child" -- It is the opposite, since I am not saying that "failures" are wrong, bad, they should put you down. On the contrary, I am saying that anytime we stretch ourselves (and lamentably, sometimes even the goal is easily reachable, because life is like a box of chocolate), we can miss, get rejected, lose. As it is inevitably part of the life of the achiever—and I hope (and work towards it) all my students will be achievers in some aspects of their lives—those "failures" (getting rejected by a romantic interest, a college, a company, etc.) should be rapidly and unequivocally forgotten. I mean, can you imagine keeping a list of all the men and women who rejected you? I am already feeling the testosterone dropping like a boulder in the ocean.
I was rejected by at least 50 high-level jobs for which I felt qualified. But the problem is that for those high-level jobs, other people felt equally qualified; maybe those candidates were better or had different competencies; maybe the company wanted someone better looking or of different ethnicity. Let's try to get some material for future endeavors and then move on. That's life for achievers.
Anecdote, yes. Read what Floyd Mayweather said in the criminally underrated "Winners", by Alastair Campbell (there is a reason why the book is not called either "Failures" or "Losers"): "The key quality for a winning mindset is believing in your ability to win. From a young professional in boxing, I believed that I would end up being a great fighter and throughout the years I have done everything necessary to get there. If you believe you can do it, then everything else falls into place.". I don't see the impostor syndrome and I don't see the list of rejections.
Here is someone who never gave up despite apparently lacking the "talent" when young and yet went on to win the Premier League, be called up to play for his national team and beat the record of a world-class player (RvN) for scoring consecutive games in a row.
Meanwhile the sad story of Ravel Morrison[1] is one of how talent alone isn't enough. A football prodigy who was allegedly more gifted than his peer Paul Pogba (4th most expensive player transfer in football history). When you watch him, it is self-evident that he has some gifts but he has bounced from team to team and his career has not really reflected his natural abilities.
EDIT: Alternatively, another story, an anecdote from UK political aide Alastair Campbell in his book "Winners and How They Succeed"[2] - he talks about how on a visit to the Manchester United training grounds a coach pointed to the two young football players Wayne Rooney and Cristiano Ronaldo (neither of whom were even 18 yet) and spotted that only one of the two would go on to reach the very top[3], citing a difference in work ethic:
>He said that Ronaldo never ever stopped believing he could improve, whereas Rooney 'thinks he'd made it.'
[0]https://www.theguardian.com/football/2015/oct/10/jamie-vardy...
[1]https://thesefootballtimes.co/2018/09/25/the-complete-story-...
[2]https://www.amazon.co.uk/Winners-They-Succeed-Alastair-Campb...
[3]https://www.balls.ie/football/difference-between-rooney-and-...
