Get to know Underwear Expert
The world’s largest underwear membership for men, Underwear Expert, combines first-hand expertise with smart technology to deliver custom-curated selections tailored to your personal preferences.
Decades of expertise
Our founder, Michael Kleinmann, has more than two decades of experience living, breathing, and shaping the underwear e-commerce category. He is the creator of National Underwear Day and former President of Freshpair, an online underwear retailer. He originally started Underwear Expert as a digital media brand, serving as the industry thought leader with thousands of articles and videos spanning all-things underwear. Brands would send Michael underwear by the truckload, eager to be featured and reviewed by the expert himself. They recognized Michael’s sixth sense for underwear, took his feedback to heart, and redesigned. He emerged as the true underwear authority.
The expert, evolved
In 2015, Michael transformed Underwear Expert into what it is now: an online subscription service selling handpicked brands from around the world — leveraging over two decades of experience to custom-curate unique selections for men based on their personal size, fit, and style preferences — all filtered through his savant-level expertise. The guesswork in finding great underwear is now a thing of the past.
Based in Brooklyn
Based in Brooklyn, New York, Underwear Expert isn’t your ordinary office environment. As you’d expect, we nerd out over underwear — day in, day out. We’re constantly scouring the globe for interesting brands and styles. We’re working on partnerships to bring exclusives to our site. And you’ll see boxes of underwear flowing in from around the world, ready to be examined by our resident experts.
We’re making sure that every pair is up to our standards and worthy of your underwear drawer. Just by looking, we know whether it uses the wrong kind of stitch, if the leg is too tight, if the sizing is off, or if it just doesn’t feel right. We bring that level of obsession to every pair we offer.
Custom curation
Our custom technology learns from men’s preferences and blends it with our deep knowledge of varied brand sizing, style choices, design differences, and more. That’s how we deliver your ideal fit and style, every time.
You no longer have to leave finding the perfect underwear to chance, or give underwear that’s just “good enough” a pass. We bring you “that best pair feeling” with every pair.
Our team
Executive Team

Michael Kleinmann
CEO/Founder
Jonathan Morris
Chief Financial Officer

Artur Melentin
Chief Creative Officer
Expert Advisory Team

Bob Mazzoli
Creative Visionary

Howard Roberts
Strategic Alchemist