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RyanHoliday.net - Meditations on strategy and life
Blog

What To Do When War, Climate Change, And Other Global Threats Inevitably Hit Your Startup

I wouldn’t have thought that a book about an obscure school of ancient philosophy would put me in the manufacturing business, but life is full of surprises. Several years ago, after writing a book called The Daily Stoic, I started an email list that delivered one philosophical meditation each day. From there, I expanded the business into prints and then into an e-commerce company that sells all sorts of physical products–statues, coins, printed books–all over the world.

The Daily Stoic Store is a small business in the sense that there are only six or seven of us in the office every day–and yet it’s not really small at all, ranking in the top 1 percent of all Shopify stores. The result has been a surprising thrust into a world I had experienced before only from the outside. Labor practices, manufacturing practices, environmental practices–these were no longer abstract issues that other companies grappled with. They were things that I had to face, firsthand.

We all have opinions about big sweeping issues. We tell ourselves that if we were in charge, we would do things differently. If we were a multi­national conglomerate, we wouldn’t use chemicals that harm the environment. If we were the decision makers, we’d have a diverse workforce, we’d be family-friendly employers, we’d speak out on political issues. We would pay a living wage. We wouldn’t do business with an overseas company that uses child labor.

But then the order for company T-shirts comes across your desk and you suddenly have to choose between the $9 option from China and the $19 one manufactured in the U.S. The right thing is still obvious. It’s just harder.

I’ll give you an example: At Daily Stoic, we sell challenge coins inspired by philosophical concepts (one says Memento Mori, another Amor Fati). After receiving many bids, I learned that it would be significantly cheaper to manufacture those coins in China than in the United States. Although I might have previously nodded my head in agreement with people who criticized outsourcing, now the tradeoffs directly affected my own bottom line.

Suddenly, it was ethics versus expenses: It was out of my wallet that the higher cost per unit would come. I would be the one who would have to go to customers and ask them to pay a higher price. It was me they might balk at.

Eventually, I made the difficult decision to go with a U.S.-based company called Wendell’s (in business since 1882). Then, a few months later, I stumbled across something else I could not ignore. The coins were going straight from the manufacturer to the third-party shipping contractor and then to the customer. And it wasn’t until an order got shipped to me that I realized each coin came shrink-wrapped in its own plastic covering.

How much of this plastic was being produced for my company? How much ended up in the trash–or, worse, in the ocean?

Wendell’s explained the protective benefits of the plastic–and I’m sure 95 percent of the world’s excessive packaging exists for that reason. The company also explained the plastic bags weren’t really costing me anything; this was just the way it had been doing things for a very long time. But, in this case, the environmental footprint was on my conscience, and only I could make it go away.

In our inter­connected world, we entrepreneurs have more power than we think we do, and more than we might have had in earlier eras.

I say “could” because I wasn’t obligated to reduce the plastic my products were adding to the world. It’s not illegal to seek cheaper labor overseas. Most of my customers probably wouldn’t have noticed a change. But how could I have justified sorting my recycling at home if I was sending little plastic sheaths into thousands of homes every year? I asked Wendell’s to stop using the plastic. And if making that decision caused damage to a product during shipping, we’d deal with it. Nobody threw me a parade, but I, for one, felt better.

When John Mackey, co-founder of Whole Foods, espouses conscious capitalism–the idea that the purpose of business is creating value not simply for shareholders but also for employees, consumers, suppliers, and the planet–it’s easy to assume he’s talking to other powerful captains of industry. But, no, he’s talking to all of us.

As the great novelist and political theorist Leo Tolstoy once suggested, we all feel qualified to reform humanity’s issues–but we are less inclined to reform ourselves. The Stoic school of philosophy, the thinkers whose ideas are the foundation of my business, would say that talking about what you believe in is much less important than embodying that belief, filtering your basic daily actions and choices through your philosophy. We can despair at the enormity of the world’s problems, or we can get to work where we work.

The truth is that in our interconnected world, we entrepreneurs have more power than we think we do, and more than we might have had in earlier eras. With a click of a button, we have unprecedented reach. We can plug into international supply chains. We can access the kinds of resources that compel great powers to go to war.

Just over a year ago, I watched horrified as Vladimir Putin’s tanks rolled into Ukraine. And, as the geopolitical experts and military leaders explained Putin’s strategy, it wasn’t a bunch of unpronounceable words and distant places to me. I found myself understanding exactly what was happening, ­because I had recently purchased the rights to publish a leather-bound edition of one of my books and had begun working with a small company in Texas to do it–a company that had also been manufacturing Bibles in Belarus for decades.

Belarus sits above Ukraine, and the Dnipro River winds its way through the country and down through its southern neighbor, past Kyiv, entering the Black Sea not far from Crimea. Alexander Lukashenko, the leader of Belarus, is one of Russia’s closest allies, and in the early days of the war, Lukashenko seemed likely to get involved at any moment; both he and Putin hope to gain control of a valuable shipping route, which in turn would make their countries more attractive to businesses like mine and much bigger ones. For a year and a half, I had been using raw materials that came in through this area and then trucking finished books to a port to be shipped out. This meant the invasion mattered to me as an American not just from a logistics standpoint–how our goods might manage to get through a war zone from printer to customers–but also from an ethical standpoint.

I spoke with a handful of experts, including two members of Congress. Their answer was quite clear: It may not have been illegal to do business with Belarus, but it was effectively the same as doing business with Russia. Is that what I wanted to do? Is that what I should be doing?

This was not the answer I wanted to hear. Further, a solution to the problem was not exactly obvious. I liked the people I was working with in Belarus. The bids I got from manufacturers in the U.K. were as much as 200 percent higher. It struck me, however, that the very book I was printing included a relevant line from Marcus Aurelius, the great Stoic philosopher and Roman emperor: “Just that you do the right thing. The rest doesn’t matter.”

I decided I didn’t want any part of contributing to the economy of a country that does the bidding of China or Russia. I couldn’t change the world, but I could change this. I could get as far away as possible from something I found abhorrent.

Sure, it was more expensive. It would take long­er. Almost no one would have known if I had simply continued with what I’d been doing. But that doesn’t matter. I would have known.

In the end, it wasn’t a cost-benefit analysis that swayed me. The math wasn’t in my favor. I think you have to start with what you believe is right, and then try to make the math work from there.

I’m not McDonald’s or Apple or General Motors doing business overseas. And I’m not saying that I always make the right decisions, or that I have examined every inch of the supply chain and personally vetted every person or company involved. I haven’t. But, like many other entrepreneurs, what I’m doing is my best.

Each of us has the power to contribute to a problem or to be part of the solution. The decision to reform oneself is not an isolated one. It may matter only a tiny bit in the big scheme of things, but it does matter. All the decisions we make as business owners matter. We have agency, we have a say.

The question we all face, then, is obvious: How will we use it?

This piece was initially published in the May/June 2023 issue of Inc. Magazine and can be found on their website here. 

 

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August 8, 2023by Ryan Holiday
Blog

24 Things I Wish I Had Done Sooner (or my biggest regrets)

Of all the things in life we don’t control, the past is the clearest. It already happened. It’s done. It’s set in stone. 

Perhaps we could have controlled and changed it, but the fact is, we didn’t. And now it is what it is, forever a was. 

For this reason, the Stoics were not big on regret. Neither am I. There’s no reason to whip yourself or be paralyzed by the “What Ifs” of life. Still, we can learn and grow, and in fact, we must. 

I once interviewed the peerless Dr. Edith Eger, Holocaust survivor and the author of one of my favorite books, The Choice. At the beginning of the podcast (you can listen here), I ask her about something I regretted, a relationship I had messed up. She looked at me and said she could give me a gift that would solve that guilt right now. “I give you a sentence,” she said, “One sentence—if I knew then what I know now, I would have done things differently.” That’s the end of that, she said. “Guilt is in the past, and the one thing you cannot change is the past.” 

So below are some things that, while I try not to regret, I do wish I had done differently or sooner or better. I think you might benefit from doing them sooner too…

-I look back at stuff I was so worked up about, things I fretted about, fought about, took personally, held onto, and now think, WHAT? If I had to go back and give a younger version of myself one word of advice it would be: “Relax.”

-This line from Bruce Springsteen captures, in retrospect, almost every argument or grudge I’ve held onto: We fought hard over nothin’ / We fought till nothin’ remained / I’ve carried that nothin’ for a long time. There are very few arguments I’ve had with my wife that I care that much about anymore.

-Writing Trust Me I’m Lying, I was 90% conscious about what other people might think and 10% following what was in my heart as an artist. The book I am most proud of is my book Conspiracy. The only parts of it I wish I could do differently are the few instances which, in retrospect, I was too conscious of what other people might think (particularly journalists). I’ve flipped the ratio by this point, but I wish I had gotten to that happier place sooner.

-I also should have fought harder on the title of my first book (I wanted to call it Confessions of a Media Manipulator, not Trust Me, I’m Lying), and I should have stuck to my guns about the prologue of Ego is the Enemy (I didn’t want to be in it, they wanted me in it). In creative disputes, the publisher/studio/investors/etc are not always wrong, but often they are. And even when they’re not, you have to remember, that whatever the decision, you have to live with it in a way they do not. I’ve regretted anytime I did not go with what was in my heart as an artist.

-As far as saving and investing money goes, there are so many different automatic transfers I should have set up earlier. I don’t know what my block was, but I stuck with doing things by hand for too long. Meanwhile, every account I have and did eventually set up scheduled transfers for–for my retirement, for my kids college, rainy day fund etc–constantly surprises me with how large the balances have been. Set it and forget it…the sooner you do it, the more you’ll have. You won’t regret compound interest. 

-Man, I ate like garbage for so long. When you’re young you can get away with it. Mostly, I just didn’t know any better. But when I started cutting stuff out? Soda, lots of carbs, most sugar, etc etc, I just felt incredible. I look at pictures of myself in my early twenties and even though I was a runner, I was just doughy. But mostly I think about how crappy I must have felt and not even knowing that I was feeling crappy or why I was feeling crappy. 

-There are many books I regret powering through, far fewer that I regret quitting. Life is too short to put up with bad writing—bad anything really. If the food sucks, don’t finish it. If the speaker is boring, get up and leave. If the party is no fun, go home. Stop powering through crap.

-Maybe it’s because I’m a 90s kid, but there’s a part of me that is instinctually a little bit skeptical of stuff that’s popular. If a book really pops or I hear a bunch of people tell me it’s a classic, part of me goes: “Well, I’m not going to read that!” Yet almost every time I have pushed through that, I’m more than pleasantly surprised: David McCollough’s biography of Truman is as good as everyone said it was. Malcolm Gladwell has sold millions of books for a reason. Erik Larson too. 

-People are waiting longer and longer to have kids. I wish we’d have done it earlier. Having kids at 29 has changed my life for the better in almost every single way…I’m glad I didn’t do it at 19. But there were a couple years there where I was ready, I was just telling myself I wasn’t. 

-I should have taken care of my skin more when I was younger. I should have worn sunscreen more. So should you. 

-Do I regret writing Trust Me I’m Lying? Like I said, regret is a tricky word. I wouldn’t be here if I hadn’t. It was the only first book I could have written. I don’t like all the ways it was received and used, but the main thing I wish is that I had been compelled to write it earlier–or more accurately, I wish I had been aware enough to question my life and my choices and my industry sooner. That might have actually made the book impossible, the stories less interesting, but I would have been a better person. I was just too blind, too caught up at being good at something to figure out it wasn’t a good thing to be good at. 

-I also distinctly remember as I sold that book to my publisher feeling so rushed. Like it had to come out right away, or I would miss the window, that the ideas wouldn’t hold true. Lol. It was a book about ‘fake news’ before that phrase even existed! I wasn’t late, I was early. I have since learned the importance of being patient, that taking your time, getting it right instead of first, is much less likely to be something that leads to regret than the alternative. 

-In the afterword of Courage is Calling, I tell the story about being asked to do something terrible at American Apparel. I didn’t do it, but I also didn’t take much of a stand about it. Why? I didn’t want to get fired. Only much later did it fully occur to me how ridiculous that is: A job where you have to be worried about getting fired for not wanting to do something wrong is not a job worth keeping!

-I’ve made a few very costly mistakes as an entrepreneur/business person. I noticed one trend: My wife was against them all at the time. It took me longer than it should have to notice this very illuminating signal. 

-I should have drawn better boundaries with my parents sooner. 

-It’s clear to me in retrospect that my desire for approval, for being seen, for being a part of something important or newsworthy or exciting, blinded me to the character of certain people I worked for. Of course, this was something those people understood and exploited in me and lots of other more vulnerable victims, but it’s still on me. You have to wake up to the ways that the wounds you experienced as a kid make you a mark, or create patterns in your life. It’s not your fault things happened to you, it is your fault if you don’t learn how to adjust accordingly.

-You know deep down that accomplishing things won’t make you happy, but I think I always fantasized that it would at least feel really good. I was so wrong. Hitting #1 for the first time as an author felt like…nothing. Being a “millionaire”…nothing. It’s a trick of evolution that drives us, and no one is immune from making this mistake. The mistake to really avoid though is the one that comes after the anti-climatic accomplishment, the one where you go: “Ah, it’s that I need to repeat this success, it’s that I didn’t get enough. More will do it.” You know this but then you act otherwise…

–In many interpersonal conflicts over the years I have come to rue acting quickly, responding emotionally or getting personal. I have never regretted taking my time, being firm but still understanding, and trying to give the other person a way out, a way to save face.

-With 36 years of data now, I can confidently say that I have never once lost my temper and afterwards said, “I’m so glad I did that.” 

-When I look back at my old writing, the main thing I regret is usually tone. Certainty does not age well. Life is complicated. Situations are nuanced. My books have gotten longer as I’ve gone on. I don’t think I’m being self-indulgent, I think I am being more fair, more compassionate, more truthful. 

-If you keep having to put down your horses, it’s because you’re riding them too hard. Unfortunately, I have lost a lot of otherwise great talent because I put too much on them. Just as athletes have to think about personal load management, coaches and GMs have to think about it for the whole team (and understand that every person has a different threshold).

-With the exception of the kind of people for whom no contact is a necessary strategy, I have never regretted the impulse to send someone a check-in text or call. And I have twice regretted neglecting the impulse to reply or reach out to my friends Seth and Bret, because I never got another chance, as I detailed here.

-Every repair or improvement I put off doing for my house, when necessity eventually came around and I had to do it anyway, I’ve thought: What did I put this off for? It cost the same and I deprived myself of the enjoyment in the interim. I’m trying to get better at not kicking cans down the road. 

-Most of all, I wish that I had enjoyed my work sooner. A few years ago, I was talking to a retired pro athlete and they were telling me how they regretted not enjoying the game as much when they played, that they hadn’t had more fun while they played. It wasn’t a particularly unique insight. I’ve heard it in a million speeches and interviews, but I was in the middle of a particularly hard writing project at the time and not having much fun. I remember thinking: I’ve made it. I’m a pro at this really cool job…why am I not enjoying myself? 

I’ve made a conscious effort since to consciously appreciate that I get to do this, to not let it turn into a grind or a slog. You don’t know if you’ll actually make it to publishing a book–you could die, the book could die–so why not have fun while you’re doing it? Why not make each day the win, the joy, the experience as opposed to the end result? 

As Marcus Aurelius said, it’s insane to tie your wellbeing to things outside of your control. Success, mastery, sanity, Marcus writes, comes from tying your wellbeing “to your own actions.” If you did your best, if you gave it your all, if you acted with your best judgment—you’ve won.

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July 25, 2023by Ryan Holiday
Blog

It Always Takes Longer Than You Expect (Even When You Take This Into Account)

When I finished my first book, I hired a publicist.

I was 25.

It cost $20,000 and was, to that point, the most money I had ever spent in my life.

As part of the scope of work, they had me put together a list of my top twenty or so media targets—–what I thought I had a reasonable shot of getting and what would be good platforms with the book.

Pretty much none of those opportunities happened. It wasn’t the publicist’s fault–they did a good job. It was that I had been preposterously unrealistic. You have these high hopes, you think this is my shot and of course, it turns out that the world has other plans.

You’re going to get everything you want when you want it?

GTFO.

If you really want something, you better be ready to hurry up and wait.

That was especially true for me then, since I was a kid, already getting to publish my first book far earlier than most people get to dream of.

All of this came back to me as I was flying home from New York from the launch of The Daily Dad. I had just done The Daily Show, CBS This Morning, and a daytime talk show in the span of a week. Which meant that 11 years and 14 books later, I was finally making a serious dent in the list that I had made back then. It had sometimes seemed like slow going, but then in the span of just a few days I had crossed off the best and hardest-to-get outlets.

There is this law called Hofstadter’s Law which says it always takes longer than you think it’s going to take. Even when you think it’s going to take a long time. Even when you take Hofstadter’s Law into account.

I started blogging in 2005. My first book came out in 2012. The Obstacle is the Way came out in 2014…and took six years for it to hit any bestseller list. I didn’t hit the New York Times Bestseller list until 2019, on my 13th book.

If you had told me that’s how long it would have taken, I might have been able to endure it. But Tom Petty was wrong. Waiting is not the hardest part. It’s the not knowing when the waiting is going to end.

But that’s life. That’s how success works.

It takes longer than you want. It takes longer than you expect. It takes longer than you’re willing to wait.

In any case, it takes however long it takes.

Talk to parents who had trouble conceiving. Talk to people waiting for their immigration papers to come through. Talk to scientists taking a drug through clinical trials and regulatory approvals.

This isn’t to say there isn’t good news along the way, that there aren’t trending signs and little hits that keep you going. There will be. I’m not sure I would have kept going if there hadn’t been.

But it’s going to take a while to get what you want.

Interminably longer.

It just will.

I thought opening my bookstore would take a few months…COVID delayed it a full year.

On February 25th, 138AD, the emperor Hadrian adopted a 51-year-old man named Antoninus Pius on the condition that he in turn adopt Marcus Aurelius. Given life-expectancy statistics of the time, Hadrian figured Marcus would be at the helm in three or four years, max. All was well, except Antoninus lived and ruled…for twenty three years.

In 1971, at the age of 26, Ed Catmull defined his dream: to make the first computer-animated feature film. He accomplished it when Toy Story was released…twenty-four years later.

The writer Steven Pressfield published his first novel, The Legend of Bagger Vance, in 1996…after twenty-seven years of trying to get a novel published.

I thought it was a matter of hiring the right publicist and having a good product. How entitled and naive. If that was all it took…there aren’t enough media slots in the world to satisfy all the people who satisfy that criteria.

No, I had to go out and earn my spot many times over. I had to prove that I had great stuff. I had to demonstrate that I had an audience. I had to prove that I wasn’t going away. I had to prove I was good on camera. I probably even had to reassure some skeptics or critics who I pissed off with my first book.

That took time, a lot of time. A decade!

We conceived and raised a six year old in less time than it took me to earn my spot.

Intersecting with Hofstadter’s Law. is Murphy’s Law. Things go wrong. There are delays. There are mistakes. Communication breaks down. The market shifts. Lucy yanks the football away right as you’re about to make contact. The outfielder robs you of a home run. They sell out right before your turn in line.

Are there exceptions to these rules? Are there people who get it all faster, quicker? Are there times when all the greenlights line up?

Maybe.

Sure.

OK.

But you are probably not that person. You are probably not on that path, and that will not be your fate.

Which means you’re going to have to buckle up.

You’re going to have to learn patience, humility, perseverance.

You’re going to have to find other ways to measure your progress and your success.

You’re going to have to put that energy into getting better, into understanding the game better.

You’re going to have to wait, and then wait some more…and then wait more after that.

 

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July 11, 2023by Ryan Holiday
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