• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia
Lifestyle

The Best-Kept Secret in Men’s Tailoring Might Be This Savile Row–Trained New York Rabbi

By
Anna Ben Yehuda Rahmanan
Anna Ben Yehuda Rahmanan
Down Arrow Button Icon
By
Anna Ben Yehuda Rahmanan
Anna Ben Yehuda Rahmanan
Down Arrow Button Icon
November 24, 2019, 12:00 PM ET
Yosel Tiefenbrun
Yosel TiefenbrunLouis Aguirre

When searching for a great story, reporters tend to look for conflict. At first glance, the story of Yosel Tiefenbrun, an ordained Chabad rabbi and bespoke tailor based in Brooklyn, is all about conflict.

Upon reading what’s been written about him and meeting him in person, a struggle of opposites seems to define him: His perfectly built and eclectic outfit doesn’t match the traditional all-black worn by most Chassidics; his shapely red beard looks strikingly different from other rabbis’ facial hair. Even his tailoring studio is a display of oddness: In a desolate part of East Williamsburg, a red door opens into a giant, cold, empty warehouse with a set of stairs leading to a space that looks nothing like the downstairs. Tiefenbrun’s studio is warm and welcoming, with beautiful burgundy walls, chesterfield leather sofas, a three-way mirror, and jazz music playing softly in the background.

But it is while speaking with Tiefenbrun about his devotion to the craft of tailoring and his path toward success that one thing becomes strikingly clear: This is not a story about conflict but, rather, one of symmetry and balance. From the perfect symmetry of the suits he creates to his balanced comportment and, yes, even to his choice to become a full-time tailor while keeping his Judaism intact, Tiefenbrun’s life is the epitome of a balancing act.

Tiefenbrun’s eponymous bespoke tailoring atelier specializes in modern custom suits and accessories.
Louis Aguirre

Born in London to a religious Jewish family, the now 30-year-old Tiefenbrun always had an interest in fashion. “I loved my clothing, I took great care of it. I respected the clothes,” he says. “I was always pushing the boundaries in what I wore, throwing in some colors and the latest trend in shoes.”

The oldest of 10 kids, Tiefenbrun pursued his rabbinical studies all over the world—from France to Israel, New York, and Singapore—all the while aspiring to be a women’s wear designer. While in Singapore for the final portion of his rabbinical ordainment and working for the local Jewish community, he committed to kicking off his fashion career. “I had become a rabbi, and now I wanted to also pursue the art that was in me,” Tiefenbrun says. He tried his hand at interior design, “thinking it would be more appropriate for a rabbi than women’s fashion,” but eventually met an editor of the local Harper’s Bazaar at a bar mitzvah, who offered him an internship. “I did everything,” he says of his time at the magazine, including working on men’s photo shoots.

Tiefenbrun eventually moved back to London and began knocking on doors on Savile Row, the storied street that’s home to countless traditional bespoke tailoring shops for men, asking to be taken on as an apprentice. After a series of rejections, Tiefenbrun began working odd jobs to pay his way through Savile Row Bespoke Academy, a tailoring school founded by Andrew Ramroop, also the master tailor and director of Maurice Sedwell. While in school, Ramroop took him on as an apprentice. “It was a very interesting experience,” Tiefenbrun says. “He had been the first black tailor on Savile Row, so he saw me as a religious person with a yarmulke and thought that maybe I wouldn’t get an opportunity elsewhere. Whatever he saw in me, it was great.”

From the get-go, Tiefenbrun noticed similarities between his current tailoring apprenticeship and his becoming a rabbi. “[In both experiences], we would have the academic side and then the practical side,” he explains. “[While becoming a rabbi], we were involved with the community, we helped koshering kitchens. Same thing in the [tailoring] academy: I was learning how to cut and how to tailor and then preparing fittings.”

Although he concedes that his love for tailoring was born while on a quest to find a job in women’s fashion circles, Tiefenbrun never felt compelled to abandon his original dream. He just happened to find a slightly different one along the way. “I felt that if there’s a will, there’s a way,” Tiefenbrun says. Even today, heading his own studio alongside wife, Chaya, who handles the financial aspects of the business, Tiefenbrun doesn’t discard the possibility of working in women’s fashion within the scope of what’s religiously permissible. “I’d love to do women’s at some point,” he says. “But, again, it’s about figuring out how, and the right way to go about things.”

The tailor’s ability to address issues as they arise, all while exuding a sense of balance and calm also seeps into the way he deals with clients. When asked whether political talk ever enters the studio, Tiefenbrun answers: “One thing my grandfather told me was to just stay away from politics. We do follow the news at work [and], like in a classic tailor shop, people talk. But I have all sorts of clients [with] all sorts of political and religious views.”

Another possible conflict: Shatnez, the Jewish law that prohibits wearing clothes made with both wool and linen. “The law is that you’re not allowed to wear it, not that you’re not allowed to make it,” he explains. That being said, when dealing with Jewish clients, he uses cotton in place of linen in the collar—“[which] is the only place I really use linen [generally],” he says.

When pressed about the (seemingly) biggest conflict of them all, his religious family’s reaction to his artistic propensities, Tiefenbrun explains that he never found the two career paths to be mutually exclusive. “I wasn’t pushing off something,” he says. “I was going along with yeshiva, with the schooling, I was quite passionate about it. I wasn’t a rebel in a way that I wanted to do this and not that. I wanted to make it happen in a respectful manner. My relationship with my parents was always great.”

More than anything, Tiefenbrun wants to make clear that establishing a bespoke tailoring business didn’t interfere with the development of his rabbinical mind. “Being a rabbi is more than leading a congregation,” he explains. “I’m a rabbi, and it’s a way of life that I haven’t given up on. It’s something that is always a part of me, it’s in my blood. Both things are in my blood. There’s no giving up on something if it’s done right.”

More must-read stories from Fortune:

—What I learned when I ate 48 premade keto meals in one month
—How men approach money differently today than ever before
—Why are restaurants suddenly becoming flower shops?
—The best wellness and fitness presents to give this year
—Now you can travel with SoulCycle
Follow Fortune on Flipboard to stay up-to-date on the latest news and analysis.

About the Author
By Anna Ben Yehuda Rahmanan
See full bioRight Arrow Button Icon

Latest in Lifestyle

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Fortune Secondary Logo
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • Future 50
  • World’s Most Admired Companies
  • See All Rankings
Sections
  • Finance
  • Fortune Crypto
  • Features
  • Leadership
  • Health
  • Commentary
  • Success
  • Retail
  • Mpw
  • Tech
  • Lifestyle
  • CEO Initiative
  • Asia
  • Politics
  • Conferences
  • Europe
  • Newsletters
  • Personal Finance
  • Environment
  • Magazine
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
  • Group Subscriptions
About Us
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in Lifestyle

The ‘Tuscan Mom’ aesthetic is taking over TikTok as Gen Z glamorize McMansions and reject millennial gray
Travel & LeisureGen Z
The ‘Tuscan Mom’ aesthetic is taking over TikTok as Gen Z glamorize McMansions and reject millennial gray
By Sydney LakeApril 11, 2026
10 hours ago
dalmation
AIHealth
Man’s best friend may soon live a little longer thanks to a new pill promising to extend your pup’s lifespan
By Catherina GioinoApril 11, 2026
12 hours ago
AI promises to free workers from grunt work, but psychologists say those mindless tasks are exactly what our brains need to recover
AIworker productivity
AI promises to free workers from grunt work, but psychologists say those mindless tasks are exactly what our brains need to recover
By Marco Quiroz-GutierrezApril 11, 2026
13 hours ago
Alpha Brain Review
HealthDietary Supplements
Alpha Brain Review (2026): Expert Reviewed Nootropic
By Emily PharesApril 10, 2026
1 day ago
The 5 Best Weight Loss Pills of 2026: Expert and Doctor Approved
HealthDietary Supplements
The 5 Best Weight Loss Pills of 2026: Expert and Doctor Approved
By Emily PharesApril 10, 2026
1 day ago
kamala
PoliticsElections
Kamala Harris says she’s ‘thinking about’ running for president again: ‘I’ll keep you posted’
By Steve Peoples, Matt Brown and The Associated PressApril 10, 2026
1 day ago

Most Popular

Scottie Scheffler joined Tiger Woods and Rory McIlroy in golf's $100M club—and donated his entire Ryder Cup stipend to charity
Success
Scottie Scheffler joined Tiger Woods and Rory McIlroy in golf's $100M club—and donated his entire Ryder Cup stipend to charity
By Fortune EditorsApril 10, 2026
1 day ago
The Navy confirmed an ‘abundant amount’ of Uncrustables when the Artemis II crew lands. Smucker’s just offered them a lifetime supply
Politics
The Navy confirmed an ‘abundant amount’ of Uncrustables when the Artemis II crew lands. Smucker’s just offered them a lifetime supply
By Fortune EditorsApril 10, 2026
23 hours ago
The 'affordability economy' has created a housing market nobody predicted: Prices collapsing in the Sun Belt, soaring in the Rust Belt
Real Estate
The 'affordability economy' has created a housing market nobody predicted: Prices collapsing in the Sun Belt, soaring in the Rust Belt
By Fortune EditorsApril 11, 2026
13 hours ago
Mark Cuban admits he made a mistake letting go of the Mavericks: 'I don't regret selling. I regret who I sold to'
Investing
Mark Cuban admits he made a mistake letting go of the Mavericks: 'I don't regret selling. I regret who I sold to'
By Fortune EditorsApril 9, 2026
2 days ago
Warren Buffett says 'accumulating great amounts of money' doesn’t achieve greatness—He still lives in a $31,500 Nebraska home and clipped coupons
Success
Warren Buffett says 'accumulating great amounts of money' doesn’t achieve greatness—He still lives in a $31,500 Nebraska home and clipped coupons
By Fortune EditorsApril 11, 2026
10 hours ago
Schools across America are quietly admitting that screens in classrooms made students worse off and are reversing years of tech-first policies
Innovation
Schools across America are quietly admitting that screens in classrooms made students worse off and are reversing years of tech-first policies
By Fortune EditorsApril 10, 2026
2 days ago

© 2026 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.