Ryan Holiday

49 statements across 5 episodes · 10 bullish · 11 bearish · 2 people on the record · first statement May 16, 2016 by Ryan Holiday · said 17 times in 5 episodes since 2015 · across every show →

On the record as a speaker too: Ryan Holiday's record, appearances and statements → this page counts the times other people say the name.

Mentions by year

brought up most by Les Snead (8), Robert Greene (3), Charlie Hoehn (3), Shane Parrish (2), Jeff Annello (1)

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0112015201620172018201920202021202220232024episodes it came up in
0040.5812015201620172018201920202021202220232024episodesmentions per episode
2024 4 mentions in 1 episode
2022 8 mentions in 1 episode
2018 3 mentions in 1 episode
2016 1 mention in 1 episode
2015 1 mention in 1 episode

every mention, scene by scene, with the transcript →

Everything said about Ryan Holiday, oldest first

May 16, 2016 neutral
Opinion
Robert Greene spends 80 percent of his working time on research
“I would say probably 80% of his work is in the research, and 20% is in the writing.”
Ryan Holiday May 16, 2016 ▶ 20:24 #11 Ryan Holiday: The Stoic Whisperer
May 16, 2016 negative
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…”
Ryan Holiday May 16, 2016 ▶ 24:53 #11 Ryan Holiday: The Stoic Whisperer
May 16, 2016 negative
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.”
Ryan Holiday May 16, 2016 ▶ 30:02 #11 Ryan Holiday: The Stoic Whisperer
May 16, 2016 positive
Insight
Stoicism offers a competitive advantage by focusing purely on internal reactions
“If I was to sort of sum up the central maxim there, it would be, you don't control the world around you control how you control your thoughts, you control how you respond to the world around you, and so the Stoics are Focused exclusively on that stuff, and tha…”
Ryan Holiday May 16, 2016 ▶ 1:45 #11 Ryan Holiday: The Stoic Whisperer
May 16, 2016 positive
Assertion Not checkable as stated
Holiday wrote four books in four years using unsearchable physical notecards
“Yeah, I've written four books in four years. Like, it's not, not having Unsearchable has not held me back in any way that I can currently tell.”
Ryan Holiday May 16, 2016 ▶ 26:49 #11 Ryan Holiday: The Stoic Whisperer
May 16, 2016 negative
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”
Ryan Holiday May 16, 2016 ▶ 8:46 #11 Ryan Holiday: The Stoic Whisperer
May 16, 2016
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…”
Ryan Holiday May 16, 2016 ▶ 40:31 #11 Ryan Holiday: The Stoic Whisperer
May 16, 2016
Assertion Not checkable as stated
Tony Robbins offered Holiday double his rate for a million-copy bestseller
“Tony Robbins called me and wanted me to work on his book for, like, double the amount, and that book has sold, like, a million copies since.”
Ryan Holiday May 16, 2016 ▶ 14:55 #11 Ryan Holiday: The Stoic Whisperer
May 16, 2016
Disclosure
Holiday mandates a $1,500 hourly upfront strategy session for new clients
“All my clients, even ones I know I want to work with, I start with a paid strategy session. Right. So, I charge, like, 1500 bucks an hour and we get on the phone, and, like, you can send me a little bit of stuff, but almost no prep, and then we get on the phon…”
Ryan Holiday May 16, 2016 ▶ 39:56 #11 Ryan Holiday: The Stoic Whisperer
May 16, 2016 positive
What-if
Holiday credits author Robert Greene with making him a writer
“I would not be a writer if it wasn't for Robert Greene. I would not be, Able to think the way that I think if it wasn't for Robert Greene, I'd be a much worse person if I never met Robert Greene”
Ryan Holiday May 16, 2016 ▶ 17:04 #11 Ryan Holiday: The Stoic Whisperer
Jun 27, 2018 neutral
Assertion Supported
Greene taught his famous physical notecard research system to Ryan Holiday.
“And I know Ryan was a friend of yours who I taught this system to essentially He does the same thing. He writes them out.”
Robert Greene Jun 27, 2018 ▶ 23:49 #35 Robert Greene: Alive Time vs. Dead Time
Jan 11, 2022
Disclosure
Holiday: Creative work is his unscheduled default when calendar is empty
“For me, if the calendar is empty, then I'm spending that time writing, reading, thinking about, like, my creative work. That doesn't get scheduled. That's the default. So if there's something in the calendar, then suddenly everything else I'm doing pivots arou…”
Ryan Holiday Jan 11, 2022 ▶ 7:38 #128 Ryan Holiday: A Stoic Life
Jan 11, 2022 positive
Insight
Holiday: Prioritizing easier tasks sustains creative momentum during bottlenecks
“In this case, I'm going to do the easier one first because stalling out is the main thing that I want to avoid. It's not that I'm going towards the path of least resistance, but I'm going towards where I'm going to make forward progress,”
Ryan Holiday Jan 11, 2022 ▶ 40:43 #128 Ryan Holiday: A Stoic Life
Jan 11, 2022
Disclosure
Holiday: Establishing the next project before finishing prevents existential angst
“There's a couple parts of my process that are integral to the output that I have, which is one, I always have the next idea set before I finish writing. The one that I'm on. So there's not this sort of, like, existential angst about, like, what I do next.”
Ryan Holiday Jan 11, 2022 ▶ 3:16 #128 Ryan Holiday: A Stoic Life
Jan 11, 2022
Insight
Holiday: Failing to invest in sustainability costs career longevity, not money
“Because, like, the real cost is not money. It's in how many years of being able to do this it cumulatively deprives you of.”
Ryan Holiday Jan 11, 2022 ▶ 38:42 #128 Ryan Holiday: A Stoic Life
Jan 11, 2022
Insight
Holiday: Self-discipline is defined by self-chosen standards, not legal limits
“Self-discipline is the standard to which you hold yourself. That, to me, that's what moderation is, like, not what you can do, but what you allow yourself to do. Not what's legal, but what you choose.”
Ryan Holiday Jan 11, 2022 ▶ 1:07:02 #128 Ryan Holiday: A Stoic Life
Jan 11, 2022
Insight
Holiday: Sustaining elite performance requires systems and routines over willpower
“If, and you almost certainly can't just do it on raw willpower or talent alone anymore. It requires a team. It requires an environment. It requires a routine. You know, it requires all those things.”
Ryan Holiday Jan 11, 2022 ▶ 33:18 #128 Ryan Holiday: A Stoic Life
Jan 11, 2022
Insight
Holiday: Comparing creative success to peers is a recipe for misery
“To judge your success, Comparative to other people in this profession is just a recipe for complete misery.”
Ryan Holiday Jan 11, 2022 ▶ 15:19 #128 Ryan Holiday: A Stoic Life
Jan 11, 2022
Insight
Holiday: Critical reception and creative quality are decoupled from book sales
“You can write your best book, and it could sell the fewest amount of copies. You could get the most critical reception, and it could, ah, it could sell the fewest amount of copies. All you should really focus on is like, are you proud of it? Did you do what yo…”
Ryan Holiday Jan 11, 2022 ▶ 16:24 #128 Ryan Holiday: A Stoic Life
Jan 11, 2022
Insight
Holiday: Wisdom governs how and when to apply all other virtues
“Wisdom is not just the pursuit of knowledge and understanding. But particularly the almost intuitive sense of, like, how much courage is required, how much temperance is required, right? What is the right thing? So wisdom, the final virtue is the virtue that k…”
Ryan Holiday Jan 11, 2022 ▶ 1:07:44 #128 Ryan Holiday: A Stoic Life
Jan 11, 2022 negative
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 …”
Ryan Holiday Jan 11, 2022 ▶ 2:41 #128 Ryan Holiday: A Stoic Life
Jul 4, 2023 neutral
Insight
Holiday: Most personal and historical mistakes stem from primal emotional passions
“I would say at the root of most mistakes, both personally and sort of historically it's one of the passions, right? Envy, lust, anger, fear you know, pain you know, the, those sort of emotional states that take us out of the rational part of ourselves and into…”
Ryan Holiday Jul 4, 2023 ▶ 4:43 TKP Insights: Philosophy
Jul 4, 2023 neutral
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…”
Ryan Holiday Jul 4, 2023 ▶ 7:25 TKP Insights: Philosophy
Jul 4, 2023 neutral
Insight
Holiday: Emotional control in high-stakes situations requires prior practice in minor moments
“If you haven't practiced it in the little areas, it's very unlikely you're going to be able to do it. Like when the game is on the line or your career is on the line or like the Eyes of the world are upon you.”
Ryan Holiday Jul 4, 2023 ▶ 10:53 TKP Insights: Philosophy
Nov 26, 2024
Insight
Holiday: Jealousy Requires Trading Your Entire Life for Someone Else's
“When I feel jealousy, I try to remind myself that you can't pick and choose. Like if you want what someone has, You have to trade your whole life.”
Ryan Holiday Nov 26, 2024 ▶ 1:40:51 Ryan Holiday: How to Win the War with Yourself
Nov 26, 2024
Insight
Holiday: Retiring at one's peak takes more discipline than chasing more titles
“It clearly takes more discipline to walk away early or on top than it does to go for the sixth ring or the three-peat or whatever. Those things are extraordinarily hard, but clearly if Less people do this other feat. It must be because it's even harder.”
Ryan Holiday Nov 26, 2024 ▶ 37:54 Ryan Holiday: How to Win the War with Yourself
Nov 26, 2024 bearish
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.”
Ryan Holiday Nov 26, 2024 ▶ 1:05:07 Ryan Holiday: How to Win the War with Yourself
Nov 26, 2024 positive
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…”
Ryan Holiday Nov 26, 2024 ▶ 22:47 Ryan Holiday: How to Win the War with Yourself
Nov 26, 2024 neutral
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…”
Ryan Holiday Nov 26, 2024 ▶ 32:25 Ryan Holiday: How to Win the War with Yourself
Nov 26, 2024
Insight
Holiday: Straddling Two Different Strategies Will Destroy You
“Strategy is by definition choosing certain objectives and not choosing other objectives, and if you try to straddle two strategies, you'll destroy yourself.”
Ryan Holiday Nov 26, 2024 ▶ 1:42:13 Ryan Holiday: How to Win the War with Yourself
Nov 26, 2024
Insight
Holiday: Tying joy strictly to favorable circumstances leaves happiness out of control
“I think when the Stoics talk about joy, they are trying to remind you that if joy for you is only possible when things are going amazing, your joy or your happiness is therefore out of your hands.”
Ryan Holiday Nov 26, 2024 ▶ 18:59 Ryan Holiday: How to Win the War with Yourself
Nov 26, 2024 neutral
Insight
Holiday: Childhood perceptions of money persist even as income grows
“Kind of like what seems like a lot of money to you as a kid always remains a lot of money to you, even as your income goes up.”
Ryan Holiday Nov 26, 2024 ▶ 46:04 Ryan Holiday: How to Win the War with Yourself
Nov 26, 2024
Insight
Holiday: Success is seeing your kids; power is controlling your schedule
“Like I've been saying recently, like success is how much you see your kids and power is how much control you have over your schedule.”
Ryan Holiday Nov 26, 2024 ▶ 1:38:19 Ryan Holiday: How to Win the War with Yourself
Nov 26, 2024
Assertion Supported
Holiday: Historical records show Marcus Aurelius cried but never lost his temper
“We have a couple of stories of Mark's realest crying, but we don't have any stories of him losing his temper.”
Ryan Holiday Nov 26, 2024 ▶ 53:31 Ryan Holiday: How to Win the War with Yourself
Nov 26, 2024 negative
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…”
Ryan Holiday Nov 26, 2024 ▶ 1:12:51 Ryan Holiday: How to Win the War with Yourself
Nov 26, 2024 positive
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.”
Ryan Holiday Nov 26, 2024 ▶ 17:15 Ryan Holiday: How to Win the War with Yourself
Nov 26, 2024 positive
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 …”
Ryan Holiday Nov 26, 2024 ▶ 1:16:32 Ryan Holiday: How to Win the War with Yourself
Nov 26, 2024 negative
Insight
Holiday: Modern work structures are incompatible with societal expectations of active parenting
“We're expecting rightfully so for parents to spend a lot of time with their children, but the world is not conducive to that at all, unless you've retired or you're not working.”
Ryan Holiday Nov 26, 2024 ▶ 1:22:00 Ryan Holiday: How to Win the War with Yourself
Nov 26, 2024 positive
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…”
Ryan Holiday Nov 26, 2024 ▶ 34:12 Ryan Holiday: How to Win the War with Yourself
Nov 26, 2024
Insight
Holiday: Ignorance of peers' actions leads to healthier direction and focus
“And so I think the more indifferent and probably ignorant you are of what your peers are doing, the healthier you are and the Cleater your compass reading will be.”
Ryan Holiday Nov 26, 2024 ▶ 1:02:58 Ryan Holiday: How to Win the War with Yourself
Nov 26, 2024
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…”
Ryan Holiday Nov 26, 2024 ▶ 9:39 Ryan Holiday: How to Win the War with Yourself
Nov 26, 2024 negative
Insight
Holiday: Compulsive overwork produces temporary relief, not genuine accomplishment
“I think that's the thing about most compulsive tendencies is they're not based on anything. You have this belief that if you don't do it, things will fall apart. It's not based on anything real. And most of the time what you get is not even the reward for doin…”
Ryan Holiday Nov 26, 2024 ▶ 1:00:01 Ryan Holiday: How to Win the War with Yourself
Nov 26, 2024 negative
Disclosure
Holiday: Refused to hire agency employees to avoid uninteresting projects
“When I had my marketing company one of the reasons I never wanted to hire employees was that I was skeptical that there were enough projects that I would be interested in working on to pay for the people, which meant if I hired someone, they would represent a …”
Ryan Holiday Nov 26, 2024 ▶ 39:39 Ryan Holiday: How to Win the War with Yourself
Nov 26, 2024 positive
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…”
Ryan Holiday Nov 26, 2024 ▶ 15:35 Ryan Holiday: How to Win the War with Yourself
Nov 26, 2024 negative
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.”
Ryan Holiday Nov 26, 2024 ▶ 56:20 Ryan Holiday: How to Win the War with Yourself
Nov 26, 2024
Insight
Holiday: Cognitive Distance Makes Advising Others Easier Than Self-Regulation
“We're really good at giving advice to other people and then not so good at applying it ourselves because we have that cognitive distance distance, you know, we're able to It's, our identity is less at stake or our emotions are less tied up in it.”
Ryan Holiday Nov 26, 2024 ▶ 25:49 Ryan Holiday: How to Win the War with Yourself
Nov 26, 2024 negative
Disclosure
Holiday: Rejects private equity because it eliminates founder autonomy
“I've expressed no interest in doing that because like, to me, part of the whole joy of doing it is not having a boss and not needing to get at a, to a certain level or do a certain amount of things, which you are foregoing when you bring on somebody else.”
Ryan Holiday Nov 26, 2024 ▶ 40:58 Ryan Holiday: How to Win the War with Yourself
Nov 26, 2024 neutral
Insight
Holiday: Financial upside is obvious while opportunity costs are hard to quantify
“The problem is financial upside is always clear. Opportunity costs are sometimes clear, but often not clear.”
Ryan Holiday Nov 26, 2024 ▶ 47:01 Ryan Holiday: How to Win the War with Yourself
Nov 26, 2024 positive
Insight
Holiday: Virtue is a practice built through repeated actions, not a fixed trait
“Wouldn't it be far better to think of virtue as a verb? Aristotle says, like, how do you get better at playing the flute? It's by playing the flute. How do you become a more generous person? It's by doing more generous actions.”
Ryan Holiday Nov 26, 2024 ▶ 1:10:04 Ryan Holiday: How to Win the War with Yourself
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