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.

• Jim at Axios

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.

• AoM Article: Why and How to Start an Emergency Fund
• AoM Article: Start a Debt Reduction Plan
• AoM Article: What Every Young Man Should Know About Student Loans
• AoM Article: How to Buy a Used Car
• AoM Article: How to Negotiate the Best Deal on a New or Used Car
• AoM Podcast #536: How to Achieve a “Rich Life” With Your Finances
• AoM Podcast #963: Launch a Million-Dollar Business This Weekend

• Jared’s finance website
• Jared’s personal website
• Jared on X

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.

• AoM series on honor
• AoM Podcast #41: Honor in the Civil War — The Gentlemen & The Roughs
• Podcast #54: The Life of John L. Sullivan
• AoM Podcast #111: Why Men Fight & Why We Like to Watch
• AoM Article: America’s First Popular Men’s Magazine — The National Police Gazette
• Videos of Bobby Gunnfighting and talking about bare-knuckle boxing
• Tom Molineaux
• John L. Sullivan
• The Sullivan-Kilrain fight
• William “Bill the Butcher” Poole
• Gangs of New York bare-knuckle fight scene
• Far and Away bare-knuckle fight scene

• Stayton on X
• Stayton on LinkedIn