It’s one thing to be bored by having to wait in line or sit through a dry lecture. It’s another thing to be bored with life itself.

What can you do about this kind of existential boredom?

My guest will share a remedy with us today on the show. His name is Kevin Hood Gary, and he’s a professor of education, specializing in the philosophy of education. We begin our conversation with the difference between situational and existential boredom, and how the latter arises when we toggle solely between work and amusement. Kevin argues that we need to add an element of leisure, as the ancients understood it, into our lives, and we talk about what that looks like, and how it requires embracing solitude, study, epiphanies, and love.

A Cure for Existential Boredom

The Art of Manliness Podcast aims to deepen and improve every area of a man's life, from fitness and philosophy, to relationships and productivity. Engaging and edifying interviews with some of the world's most interesting doers and thinkers drop the fluff and filler to glean guests' very best, potentially life-changing, insights.

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Life revolves around learning—in school, at our jobs, even in the things we do for fun. But we often don’t progress in any of these areas at the rate we’d like. Consequently, and unfortunately, we often give up our pursuits prematurely or resign ourselves to always being mediocre in our classes, career, and hobbies.

Scott Young has some tips on how you can avoid this fate, level up in whatever you do, and enjoy the satisfaction of skill improvement. Scott is a writer, programmer, and entrepreneur, and the author of Get Better at Anything: 12 Maxims for Mastery. Today on the show, Scott shares the three key factors in helping us learn. He explains how copying others is an underrated technique in becoming a genius, why, contrary to the sentiments of motivational memes, we learn more from success than mistakes, why experts often aren’t good teachers and tactics for drawing out their best advice, why you may need to get worse before you get better, and more.

How to Get Better at Anything

When you’re lifting weights, you might be thinking about setting a new PR or doing your curls for the girls.

But throughout history, philosophers have thought about physical fitness on a deeper level and considered how exercise shapes not only the body, but also the mind and the soul.

My guest today, Joe Lombardo, is a strength enthusiast who follows in this tradition and has explored the philosophy of bodily exercise in his writing. Today on the show, Joe and I discuss several different ways the philosophy of strength has been expressed over time.

We begin our conversation with how the ancient Greeks thought of physical training as a way to develop personal as well as social virtues, and why they thought you were an "idiot," in their particular sense of the word, if you didn't take care of your body. We then discuss early Christianity's relationship with physical exercise and the development of the muscular Christianity movement in the 19th century. We end our conversation by looking at the philosophy of physicality espoused by the Japanese writer Yukio Mishima, and what he had to say as to how strength training moves us out of the life of the night and towards the light of the sun.

Of Strength and Soul — Exploring the Philosophy of Physical Fitness

Jim VandeHei didn’t have an auspicious start in life. His high school guidance counselor told him he wasn’t cut out for college, and he went on to confirm her assessment, getting a 1.4 GPA at the University of Wisconsin-Oshkosh and spending more time drinking beer than planning his career.

Eventually, though, Jim turned things around for himself, going on to co-found two of the biggest modern media outlets, Politico and Axios.

Jim shares how he started moving up the rungs of success and building a better life for himself in his new book Just the Good Stuff: No-BS Secrets to Success (No Matter What Life Throws at You). Today on the show, Jim shares the real-world lessons he’s learned in his career. We discuss the importance of matching passion to opportunity, making your own luck, surrounding yourself with the right people, keeping the buckets of your happiness matrix filled, understanding the difference between wartime and peacetime leadership, harnessing the energy of healthy revenge, and more.

Connect With Jim VandeHei

Jim at Axios

The No-BS Secrets of Success

There are different philosophies one can have when it comes to money. Jared Dillian’s is built around eliminating as much anxiety around it as possible, so you hardly think about money at all.

Jared is a former trader for Lehman Brothers, the editor of The Daily Dirtnap, a market newsletter for investment professionals, and the author of No Worries: How to Live a Stress-Free Financial Life. Today on the show, Jared talks about the two biggest sources of financial stress — debt and risk — and how you can eliminate the stress they can cause. We discuss how three big financial decisions — buying a car, buying a house, and managing student loans — ultimately determine your financial health, and how to approach each of them in a stress-eliminating way. We also talk about how to minimize risk by creating what he calls an “awesome portfolio,” a mix of assets that has nearly the return of the stock market with half its risk. And Jared shares whether cryptocurrency fits into his “no worries” financial philosophy.

How to Eliminate the Two Biggest Sources of Financial Stress

Have you ever noticed the guy in a fighting stance on the Art of Manliness logo? That’s not just some random symbol; it’s an actual dude: John L. Sullivan, the greatest bare-knuckle boxer of the 19th century.

While most people think bare-knuckle boxing came to an end during Sullivan’s era, in fact, it never entirely went away. In his new book, Bare Knuckle: Bobby Gunn, 73–0 Undefeated. A Dad. A Dream. A Fight Like You’ve Never Seen, Stayton Bonner charts bare-knuckle boxing’s rise, fall, and resurgence, as well as the improbable story of its modern chapter’s winningest champion. Today on the show, Stayton describes bare-knuckle boxing’s incredible popularity a century ago, and why gloved boxing took its place while bare-knuckle got pushed into a shadowy, illicit underground. Stayton takes us into that secret circuit which still exists today, revealing the dark, sweaty basements and bars where modern bare-knuckle fights take place and the ancient code of honor that structures them. And Stayton introduces us to a dominant figure in that world, Bobby Gunn, an undefeated bare-knuckle fighter who combines a love of faith, family, and fighting and has helped turn bare-knuckle boxing into what is now the world’s fastest-growing combat sport.

A Cure for Existential Boredom

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