A Conversation With Jack Lessing, President

TWELVE YEARS IN. STILL OBSESSED WITH EVERY STITCH.

Jack Lessing started as an intern. He was the first sales person at B.Draddy, and he’s now its President. He sat down to talk through his favorite B. Draddy pieces, the evolution of the brand, and trends in golf and fashion. Watch the interview, and shop his picks.

The Interview
with
Jack Lessing, President
01
Chapter One — The Evolution of B. Draddy

We didn't build a customer list. We built a family.

"My favorite memory of the B. Draddy brand has been seeing the evolution of the product classification base, but also just where the brand sits in people's minds." Jack Lessing, President

Back in 2013, B. Draddy set out to make a better golf shirt. One that performed on the course and looked and felt great off the course, too. What began with one polo over ten years ago has evolved into a full collection of luxe, lived-in essentials for the course, the clubhouse, the commute, and beyond. As our collection has grown, so has our community.

02
Chapter Two — Jack's Top Picks

The pieces he wears the most.

"When it comes to comfort, the Dewey Tee is my go-to. I wear it every night when I get home from work. It gets better with time the more you wash and wear it. It’s a staple in my wardrobe." Jack Lessing, President

The Dewey Tee. The Gibson Polo. The Jack Quarter Zip. Jack’s top three picks are made from B. Draddy’s signature Peruvian Pima cotton — a soft and breathable fabric that has become a beloved staple of the brand.

JACK’S TOP PICKS

JACK QUARTER ZIP
No. 01
JACK QUARTER ZIP
PERUVIAN PIMA COTTON · 7 colors
★★★★★ 4.9 (6)
Shop Quarter-Zip →
Dewey Short-Sleeve Pocket Tee
No. 02
Dewey Short-Sleeve Pocket Tee
PERUVIAN PIMA COTTON · 10 colors
★★★★★ 5.0 (13)
Shop the Tee →
Gibson Polo
No. 03
Gibson Polo
PERUVIAN PIMA COTTON · 10 colors
★★★★★ 4.9 (2)
Shop the Polo →
The Jack Long-Sleeve Polo
Jack's #1 Pick
No. 04
The Jack Long-Sleeve Polo
PERUVIAN PIMA COTTON · 7 colors
★★★★★ 5.0 (16)
Shop the Polo →
The Finnooch Hoodie
No. 05
The Finnooch Hoodie
Italian merino wool · 5 colors
★★★★★ 5.0 (1)
Shop the Layer →
007 Cashmere Crewneck Sweater
No. 06
007 Cashmere Crewneck Sweater
SCOTTISH CASHMERE · 15 colors
★★★★★ 5.0 (8)
Shop the Sweater →
03
Chapter Three - the B. Draddy fabrics

Why it feels the way it feels.

Fabric i.

Peruvian Pima Cotton

B. Draddy uses the best Peruvian Pima cotton. A supremely soft and fine long-staple yarn that’s never sheer. It gets better, softer, and more perfectly broken-in with every wear.

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Fabric ii.

Italian Merino Wool

Sourced from Italy’s renowned Zegna Baruffa mill for softness, durability, and quality you can feel. Our Merino is naturally breathable and resilient, and it’s one of the best materials for golf.

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Fabric iii.

Scottish Cashmere

Sourced from Scotland’s famed Todd & Duncan mill that's been making cashmere for over a century. The long-staple yarn is never over-washed, resists pilling, and softens with every wear. When properly cared for, it can last more than a decade.

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The Full Interview

Six chapters with Jack Lessing.

Sit down with the President of B. Draddy. No scripts — just Jack, the brand he helped build, and twelve years of honest perspective.

Ch. 01 · 1:42

On the B. Draddy evolution

Ch. 02 · 2:08

Jack's top picks this season

Ch. 03 · 1:55

The B. Draddy fabrics

Ch. 04 · 2:21

Golf and fashion trends

Ch. 05 · 1:36

Partnerships built over decades

Ch. 06 · 1:17

The team behind the details

04
Chapter Four — Golf And fashion trends

Golf is more tied to fashion than people realize.

“To me fit, fabric, and function are the three things that describe the products I wear the most. So if I like the way it fits on me, the fabric is multi-purpose and functional, then that’s what tends to stay at the top of my wardrobe.” Jack Lessing, President

After more than a decade at B. Draddy, Jack is very aware of what’s going on in the fashion industry. He shares that golf is more tied to fashion than people realize, especially when it comes to broad trends — particularly the transition from formalwear to technical products on (and off) the course. With both cotton and sport collections, B. Draddy bridges this gap to offer something for everyone.

05
Chapter Five — Partnerships built over decades

At B.Draddy, our partners help define who we are.

"I think what is unique about our partnerships and ambassadors is the longevity. Yes we have contracts in place, but it really is formality because we know we’re going to be working with them for decades, not days.” Jack Lessing, President

From folks like Brad Faxon to Andy Johnson from The Fried Egg, B. Draddy holds multiple partnerships that are 10+ years strong. These partners and ambassadors are as much a part of the fabric of the brand as any product is, and they play an important role in defining the identity of the B. Draddy brand.

Need pieces for your club, team, or company?

Custom embroidery. Same craft.

Corporate Orders →
06
Chapter Six — The b. draddy team

What elevates a great product into a
great brand.

“We take great pride in the fact that if you need something from us, you’re never speaking to a third party, you’re speaking to someone at our company. It’s that high touch and attention to detail that makes a great product a great brand in our minds.” Jack Lessing, President

A unique feature of B. Draddy’s products is that not only are they designed in house by Billy Draddy and his team, but they are also packed, shipped, and decorated by a terrific team in Madison, Wisconsin. In fact, the brand’s largest headcount is at this distribution facility.

Verified reviews

What the family is saying.

★★★★★ 4.9 out of 5 from 3,200+ reviews
★★★★★
Love these shirts. Incredibly comfortable and lightweight. Ordered 2 more (including this one) after the first one. Highly recommended.
Robert B. Verified BuyerThe Jack Long-Sleeve Polo
★★★★★
The softest tee shirt I’ve ever purchased.
Rick W. Verified BuyerDewey Short-Sleeve Pocket Tee
★★★★★
Incredibly comfortable. Highly recommend for all golfers.
Brett A. Verified Buyer007 Cashmere Crewneck
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