Jason Hiland is the owner of Sub 70, a handcrafted, award-winning custom golf club company with customers including John Daly and Morgan Wallen.

As a lifelong player who admired the greats such as Ben Hogan and TA3, Jason has a lot to say about the changing culture of golf—from the strict etiquette of yesteryear to the party atmosphere found on many American courses today.

We also spoke about the secrets of a long, successful marriage, and why life truly gets serious for men at 27.

📌 Get 10% off at Otaa.com with code JAMESLAWLEY10

🗞️ The Gentlemen’s Digest - your weekly guide to a more gentlemanly life:https://tinyurl.com/yc76c6a7

🌎 Our private members club - applications currently open:https://tinyurl.com/2ubx7fjw

Christopher Korey is the founder of Christopher Korey Collective, a luxury menswear atelier in New York City.

After starting out in the Big Apple as a realtor, Christopher's natural penchant for style led to the creation of his own menswear line and eventually a runway show at Paris Fashion Week.

As well as all things suits and tailoring, we discussed how Christopher's home city has changed since the Studio 54 days of the 1980s and what impact social media is having on young men today.

Expect to learn:

• What a typical day looks like for someone working in menswear
• How you go about designing a clothing line for men
• How to express your individuality in an era of conformity

📌 Get 10% off at Otaa.com with code JAMESLAWLEY10: https://www.otaa.com/discount/JAMESLAWLEY10?redirect=/

🗞️ The Gentlemen’s Digest - your weekly guide to a more gentlemanly life: https://tinyurl.com/yc76c6a7

🌎 Our private members club - applications currently open: https://tinyurl.com/2ubx7fjw

Listen to the podcast on Spotify: https://open.spotify.com/show/6zEF3PynXwko6g1IyH8sfs

Rob Henderson holds a PhD in psychology from the University of Cambridge, is a Senior Fellow at the Manhattan Institute, and the author of Troubled: A Memoir of Foster Care, Family, and Social Class.

Known for his perceptions of class differences and his concept of “luxury beliefs,” Rob shared with James his observations on the ways different social classes use dress and etiquette to signal their status.

We also got into the declining social lives of Gen Z men—and the impact of sobriety and technology.

📌 Get 10% off at Otaa.com with code JAMESLAWLEY10
https://www.otaa.com/discount/JAMESLAWLEY10?redirect=/

🗞️ The Gentlemen’s Digest—your weekly guide to a more gentlemanly life
https://tinyurl.com/yc76c6a7

🌎 Our private members club—applications currently open
https://tinyurl.com/2ubx7fjw

Jean Black is a photographer and content creator based in Paris.

You may recognize him for his signature 70s style — or his green Jaguar X-Type.

Jean and James sat down to talk about the real, daily disciplines of a modern artist: finding the right environment, embracing social media without selling out, and finally accepting your flaws.

Expect to learn:

• How discipline beats genius, even in art
• How to overcome imposter syndrome and finally make something
• The beauty of driving analogue cars

📌 Get 10% off at Otaa with code JAMESLAWLEY10:
https://www.otaa.com/discount/JAMESLAWLEY10?redirect=/

🗞️ The Gentlemen’s Digest — your weekly guide to a more gentlemanly life:
https://tinyurl.com/yc76c6a7

🌎 Our private members club — applications currently open:
https://tinyurl.com/2ubx7fjw

Listen to the podcast on Spotify:
https://open.spotify.com/show/6zEF3PynXwko6g1IyH8sfs

Follow Jean Black on Instagram:
https://www.instagram.com/kevertai/

Vick Tipnes is a self-made healthcare entrepreneur and the founder of Blackstone Medical, which he built into the largest at-home medical sleep testing company in the United States.

Despite his $100m net-worth, Vick started from humble beginnings, without a college degree, and endured years of financial pressure before the business finally “took off."

In this episode, we talk about what it actually takes to build a real company (not a “laptop lifestyle”), how to think about risk without destroying your personal finances, and why old-school, face-to-face principles may be a competitive advantage in a hyper-digital world.

Vick also shares his blunt perspective on identity, focus, relationships, and why the right partner can dramatically multiply a man’s output.

Expect to learn:

• How to take calculated entrepreneurial risks without over-leveraging yourself
• Why most people aren’t “ready” for entrepreneurship—and how to tell if you are
• The overlooked advantage of old-school business tactics

📌 Get 10% off at Otaa.com with code JAMESLAWLEY10

🗞️ The Gentleman’s Digest - your weekly guide to a more gentlemanly life:
https://tinyurl.com/3amfx95b

🌎 Our private member’s club - applications currently open:
https://tinyurl.com/2ubx7fjw

Jesper Nielsen is one of the co-founders of Pandora who took the brand from its infancy to dominance in the global jewelry market.

He sat down with Gentlemen's Collective to share the secrets of Pandora's success—and to give the honest truth about the work ethic required to build a household-name company.

Jesper also reveals what top business execs are looking for when they take a potential hire or customer out for dinner, and why Dubai is the thriving capital of young entrepreneurs today.

Expect to learn:

• Why balance is a lie if you're an ambitious entrepreneur
• What is worth spending millions on, and what is not
• How a businessman should order in a restaurant

📌 Get 10% off at Otaa.com with code JAMESLAWLEY10

🗞️ The Gentleman’s Digest - your weekly guide to a more gentlemanly life:https://tinyurl.com/3amfx95b

🌎 Our private member’s club - applications currently open:https://tinyurl.com/2ubx7fjw

Mindy DeSeta is a doctor of human sexuality and a licensed mental health counselor specializing in relationships and dating.

Located in Miami—which is known for its competitive dating market—Mindy has a huge amount of experience working with high-performing male clients who find their romantic lives and sex lives much more difficult to navigate than their careers.

She sat down with James to discuss the dating scene not only of Miami but of big cities across the West, the issues men are facing in the bedroom, and the challenges that come with dating a significantly younger woman.

Expect to learn:

• What women find difficult about dating, and how guys can step it up
• The best way to date and build a social network in a new city
• How to have the “What are we?” conversation like a gentleman

📌 Get 10% off at Otaa.com with code JAMESLAWLEY10

🗞️ The Gentleman’s Digest — your weekly guide to a more gentlemanly life:
https://tinyurl.com/3amfx95b

🌎 Our private member’s club — applications currently open:
https://tinyurl.com/2ubx7fjw

Listen on Spotify:
https://open.spotify.com/show/6zEF3PynXwko6g1IyH8sfs

Molly K. Tomlin is a certified etiquette coach in Dallas, Texas.

Having studied under William Hanson, she now specializes in helping women achieve everyday elegance through refined behavior, dress, and personal conduct.

James sat down with Molly to explore how she blends her fondness for British traditions with her distinct Texas charm, what the old money trend has done for etiquette and style in the mainstream, and how men can up their dating game by embracing thoughtfulness and honesty.

Expect to learn:

• How to apply traditional etiquette to everyday life
• The behaviors of a modern gentleman that women notice
• When is the right time to send a handwritten note

📌 Get 10% off at Otaa.com with code JAMESLAWLEY10

🗞️ The Gentleman’s Digest — your weekly guide to a more gentlemanly life:
https://tinyurl.com/3amfx95b

🌎 Our private member’s club — applications currently open:
https://tinyurl.com/2ubx7fjw

Blasko is a bassist, musician, and manager best known for performing in the bands Ozzy Osbourne, Rob Zombie, and Danzig.

Having been involved in the music industry since the 1980s, Blasko has seen the highs and lows of the rockstar life — and he knows why some musicians achieve their dreams of stardom while others fall flat on their faces.

Whether you’re a musician or not, there are powerful lessons on discipline, tenacity, and professionalism in this conversation that apply to almost anything you want to achieve in life.

Expect to learn:

• What rockstars are really like backstage — and why it’s more boring than you’d think
• How the 23 hours spent off stage matters more for a musician’s career than the one hour spent on stage
• Why music and style are so intrinsically linked — and whether there’s anything that hasn’t been done already

🗞️ The Gentleman’s Digest — your weekly guide to a more gentlemanly life:
https://tinyurl.com/3amfx95b

🌎 Our private member’s club — applications currently open:
https://tinyurl.com/2ubx7fjw

Claire Farwell is a British model, journalist, fashion designer, competitive swimmer, and AI expert.As if that weren't enough, Claire has lived across 22 different countries. She and James connected one day in Barcelona through a mutual friend, which led to a spontaneous lunch, and then a podcast. Listen to find out- What life was really like for a runway model in the 80s and 90s- What truly creates confidence, even when under great pressure- How to reinvent yourself and make new friends everywhere you go

Enjoying this podcast? Then you'll love the Gentleman's Digest — a weekly newsletter of reflections, recommendations, and challenges personally written by James and sent to your inbox every Sunday 🗞️

Become a reader here 👉 https://mailchi.mp/gent-z/q6eh1wuyqc