The Gentlemanly Things Podcast
The Gentlemanly Things Podcast
Podcast Description
Discover the art of refined living with Brian Lipstein, founder of Henry A. Davidsen, Master Tailors & Image Consultants. The Gentlemanly Things explores the timeless qualities of a modern gentleman through conversations with experts in fine clothing, cigars, whiskey, wine, travel, and more. Each episode weaves together actionable insights and inspiring stories to elevate your lifestyle and personal brand. Whether you’re a seasoned connoisseur or just beginning your journey, this podcast is your guide to sophistication and self-discovery.
Podcast Insights
Content Themes
The podcast focuses on the art of refined living, covering a variety of themes related to modern gentlemanry, including fine clothing, cigars, whiskey, wine, and travel. Episodes feature discussions about crafting a personal style, the stories behind luxury items, and practical tips, for instance, exploring the etiquette of enjoying quality wines or the nuances of bespoke tailoring.

Discover the art of refined living with Brian Lipstein, founder of Henry A. Davidsen, Master Tailors & Image Consultants. The Gentlemanly Things explores the timeless qualities of a modern gentleman through conversations with experts in fine clothing, cigars, whiskey, wine, travel, and more. Each episode weaves together actionable insights and inspiring stories to elevate your lifestyle and personal brand. Whether you’re a seasoned connoisseur or just beginning your journey, this podcast is your guide to sophistication and self-discovery.
What does it really mean to dress like a gentleman?
In this episode, Brian Lipstein dives into the deeper psychology of style, exploring how clothing is not just a form of self-expression, but a catalyst for confidence, connection, and even desire.
Inspired by a series of quotes collected over years in the menswear world, Brian unpacks the relationship between image, attraction, and performance—both professional and personal.
From the subtle art of aligning your wardrobe with your personality, to the often-overlooked power of a smile, this episode offers both reflection and real-world insight. You’ll also hear stories from the Henry A. Davidsen showroom that reveal just how transformative dressing well can be—not just for how others see you, but how you see yourself.
If you've ever wondered why women swoon for a man in a well-tailored suit, or how confidence can elevate every room you walk into, this one’s for you.
0:00 Intro
1:08 Jacket story: “Wild and Free”
4:21 The power of quotes and what they reveal about values
5:19 “A well-dressed man to a woman is like lingerie to a man”
9:08 Sales training, personal brand, and the “Sex and Money Show”
11:22 Style, attraction, and reigniting relationships
12:22 Confidence > Good looks
13:45 How we read authenticity in dress
14:43 Using lifestyle cues to inform personal style
16:37 A smile looks good on everyone
18:01 “What are you leaking?”
19:53 Confidence as a learned, embodied trait
20:23 “The better you dress, the worse you can behave”
23:46 Dressing well as a sign of respect
24:40 Being a true gentleman never goes out of fashion
Connect: https://www.thegentlemanlythings.com/
Follow us on social media @TheGentlemanlyThings

Disclaimer
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