Dennis Keohane is the founder and editor-in-chief of The Wild Gentleman.
I really want a mentor. I’ve been thinking about this for probably twenty years, and it brings a twinge of sadness to my soul that I’ve never found a person who matches my understanding of what a mentor is. To me, a mentor is someone I really connect
Book Club
Meeting #2 - September 10th, 2025 "Everything can be taken from a man but one thing: the last of the human freedoms—to choose one's attitude in any given set of circumstances, to choose one's own way." The Wild Gentleman Book Club After our
Book Club
August brought our first book club meeting, a mountain road conquered, and proof that the best adventures happen when we stop talking about doing something and simply begin. Welcome to another The Wild Gentleman Newsletter. Read on. Updates We had our first The Wild Gentleman Book Club in early August.
Book Club
On community, friendship, and the courage to show up for each other Last week, The Wild Gentleman Book Club met for the first time (some details on next month can be found here). It was an amazing night of good company and conversation. When I started this project, building a
Book Club
Inaugural Meeting - August 5th, 2025 The Wild Gentleman Book Club This week marks the beginning of something special—a community of thoughtful men exploring what it means to live with purpose, integrity, and authentic connection. For the first book, I chose The Great Gatsby because it raises uncomfortable questions
Literature
Book Club
Welcome to this week's The Wild Gentleman newsletter. Glad to have you here. I want to take a moment to thank everyone who has supported this project thus far. Thank you from the bottom of my heart. I'm glad you like what I am putting out
Growth
There's a commentary in today's New York Times that I've read and reread a couple of times, and can't stop thinking about. The article examines how empathy—which I've long considered a virtue—has become another barometer of one'
Wisdom
Welcome to the first subscriber-only newsletter from The Wild Gentleman. Glad to have you here. Want to read on? You must be a subscriber. No worries, though, it's free to subscribe. (Click the little button below...) Also, I want to thank everyone who has joined as a paid
Growth
Perfection is the Opposite of Growth - If this article sucks. It's ok. These days, I sense a rising tide pushing the idea—often subtly, but also sometimes quite overtly—that for a man, failure is weakness. I sense it in politics, media, sports, and it permeates social
Adventure
The Wild Gentleman Guidelines and Philosophy “Waste no more time arguing what a good man should be. Be one.” – Marcus Aurelius This was going to be part of the Introduction to The Wild Gentleman, but I ended up writing more than what made sense to be included in that post.
Growth
The Wild Gentleman is a platform (or media company) exploring thoughtful masculinity through literature, philosophy, and community. Everything I plan to explore with The Wild Gentleman rests on four key values that, to me, are the foundation of what it means to be a solid man in our modern world.