Opinion
Holiday: Trump's effectiveness stems from enraging opponents rather than genius
“What Trump does is I don't think it's so much a function of genius on his part, so much as a confluence of personality traits, so enrages his opponents and disorients them, and is so the opposite of what they have experienced dealing with, that It's almost lik…”
Opinion
Holiday: Elon Musk's ventures relied on massive government subsidies
“Elon Musk sees himself as this groundbreaking, you know, Precedent shattering entrepreneur. And another version to look at is this guy who took massive government subsidies at critical points that allowed him to do those things.”
Opinion
Holiday: Trump's effectiveness relies on disorienting opponents rather than strategic genius
“What Trump does is I don't think it's so much a function of genius on his part, so much as a confluence of personality traits, so enrages his opponents and disorients them, and is so the opposite of what they have experienced dealing with, that it's almost lik…”
Insight
Holiday: Singular domain excellence creates inherent psychological imbalance
“There is something inherently unbalanced about Excellence in a singular domain, because you are focusing all of your energy on one thing. There's something dysmorphic about like the athlete's physique. And that's probably just the physical manifestation of als…”
Opinion
Holiday: Externally imposed discipline is not a true virtue
“So the discipline of an army sergeant is obviously important, but I don't think that's a virtue because it's being imposed on you.”
Opinion
Holiday: Cold plunge health claims are largely nonsense
“I'm pretty skeptical at this point of like all of those claims, because I've seen what nonsense like these same communities will propagate.”
Insight
Holiday: Cancel culture pushes disgraced public figures into radicalized caricatures
“And what would happen today is that this person would be basically shoved by one half of society, and then perversely, like, embraced by another darker side of society that Doesn't like those people, right? And you would see him get radicalized and fight again…”
Opinion
Ryan Holiday: Virtue signaling is preferable to cruelty and vice signaling
“But if I had to choose, you know, like people are today are like, oh, it's all this virtue signaling, you know, it's like certainly better than the alternative, you know, totally. I'm not sure this sort of like this, the cruelty is the point vice signaling is …”
Opinion
Holiday: AI cannot match good writers but outperforms poor writers
“I haven't seen it do anything that even a pretty good writer can do, but it can do things a lot better than people who are bad at writing.”
Prediction Not checkable as stated
Holiday: AI Will Eliminate Average Workers but Boost Elite Leverage and Pay
“These technologies aren't eliminating They're going to be eliminating large chunks of the people who are able to do that thing. But the people who could do that thing at an elite or an excellent level will probably it's leverage will be better at it and be mor…”
Opinion
Holiday: Creative professions overly tolerate spotty output unlike sports or trading
“Maybe it's because writing is a creative profession that people don't treat, like professional sports or, you know, trading or anything where it's just sort of excuse, like, because people think it's hard and they don't understand how it works. They're just a …”
Insight
Holiday: Delaying decisions costs more than making the wrong choice
“Whatever the margin of error would be between one decision or the other is far smaller than whatever the opportunity costs of not having it done. And moved on to the next thing are.”
Insight
Holiday: Idealists fail because preoccupation with ideals clashes with reality
“I think the problem with a lot of idealistic people, particularly people who are interested in social change or social justice, is that they're, This preoccupation with how they want things to be puts them at odds with how they are and actually makes it much l…”
Opinion
Holiday strongly disagreed with Dov Charney's actions as American Apparel collapsed
“I read that book about Seneca around the time that American Apparel was collapsing, and Dov Charney, who's the CEO, sort of went through, you know, did some things I very much disagree with”
Insight
Manual transcription creates a vital physical ritual for processing research notes
“The idea of just quickly being able to copy and paste stuff is antithetical to what I'm doing and why, like, it's the ritual that's important, and the act of taking it longhand is very important. Obviously, if it's like a, you know, huge paragraph, I'm gonna t…”
Insight
Writing non-fiction without a discrete target and outline is highly dangerous
“What you don't do, what I think is the most dangerous thing for writers to do, is to just, and maybe it works when you're writing fiction, I don't know, but sitting down and just writing. Like, you can't hit a target that you didn't aim for.”
Insight
Consultants should charge for strategic thinking instead of pitching for free
“People think, like, the execution is the hard part, but to me, the thinking is the hard part, so I'm not going to think for free and then get paid to execute. I would rather get paid to think and then maybe get paid a little bit more to execute, or if you want…”
Insight
Holiday: Succeeding by ignoring critics creates a dangerous anti-feedback mindset
“Often to be successful as an entrepreneur, you get there by not listening. You get there by not listening to the odds, not listening to the doubts, not listening to the critics, and then You succeed. So then you get this very wicked learning environment where …”
Insight
Ryan Holiday: Dissecting past blame distracts from choosing immediate action
“How I got here is separate and independent from the fact that I currently am here. I might need to, at some point, examine those causes so I can learn from it, but my impulse to dissect And blame and question what has happened is actually just a really conveni…”
Insight
Holiday: Journaling is to Stoicism what meditation is to Buddhism
“Journaling is to stoicism as meditation is to Buddhism. It is the practice of having a conversation with yourself about your thoughts, and beliefs, and values, and actions”
Insight
Holiday: Framing interpretations as personal stories invites clarification instead of conflict
“By you saying what I make up about that is, or the story I tell myself about that is, Or the way that sounds to me is you are not expressing your interpretation of reality as reality. And therefore you are offering the person the opportunity to correct or upda…”
Insight
Holiday: Stoicism teaches processing emotions rather than suppressing them
“And so I think, to me, Stoicism is a set of exercises and insights and practices to help you understand those emotions, process those emotions, and not be ruled by those emotions.”
Insight
Holiday: Stoic joy is resilient flourishing amidst adversity, not superficial cheerfulness
“And I think when the Stokes thought about joy and happiness, they were thinking about a more resilient form of that emotion, not Fun smiling, cheerfulness, happiness, but like a happiness of a person who is surviving the blows of fate and flourishing as a huma…”
Opinion
Holiday: Marcus Aurelius resisting power's corruption surpasses any military victory
“What I think makes Marx real is such a fascinating example. Here you have one of the few humans to hold absolute power as we Would really define it and doesn't seem to have become deranged or grotesque is into an overwhelmingly cautionary tale. That to me is a…”