Skip to main content

Hospitality Guru, Brian Mazza Started his Career By Serving Jay-Z

Today we speak to the President of Paige Hospitality Group, Brian Mazza on his career and personal style.

I graduated from University of Rhode Island where I received a scholarship to play Division 1 Soccer.  After graduating in 2006 I moved to New York City with only $400.00 dollars to my name. I really didn’t know what field I wanted to jump into, but I knew I loved menswear and New York City.  After scoring a great job at Generra clothing as an Account Assistant, I thought this is it, this will be my future. Little did I know then, that everything in life comes full circle.

Recommended Videos

After working there for six months, I realized very quickly that New York City was extremely expensive and I need a bigger plan. Timing is everything! It was at that time that my sister had already inserted my foot into the nightclub world.

My sisters client and friend, Rachel Uchitel needed a “ bottle runner” to work outside the nightclub Dune, in Southampton (which was owned by my current partner Matt Shendell).  I quickly became enamored by the nightlife scene.

I was making quick money and rubbing elbows with the best of the best.  Hosting A-Listers such as Leonardo DiCaprio, Rihanna, Jay-Z and Puffy became the norm and soon I couldn’t fathom doing anything else as a career. After working a couple of weeks for Matt Shendell, he was slowly becoming my mentor on many different levels. I decided to quit Generra in order to work for him full time although he didn’t have a position for me.

I became a host at his restaurant/lounge Honey in Chelsea where I quickly learned the ins and outs of the restaurant business over the next two years.  Growing the business at a favorable pace, I became a manger then jumped into the corporate hospitality department.

Fast forward to 2009 where Matt and I created The Ainsworth, the nationally recognized sophisticated sports bar.  We took New York City by storm when we created and launched the very first Sunday Funday Football Party where the who’s who of every industry wanted a table.  With such rapid growth and demand for the brand we elevated our Food & Beverage program, which garnered interest from prominent media such as The New York Times Dining & Style section.

With the brand picking up steam, many people were constantly asking me where I was getting my suits and shirts. I was using a tailor in Harlem, and making him rich because I kept sending him lots of clients. Soon after, I decided to capitalize on this as I decided to create the Windsor custom brand.

Windsor Custom became our appointment only Men’s Custom Clothing company nestled below our original Ainsworth location on 26th street between 6th and 7th.  With The Ainsworth being the home of the who’s who daily and Windsor Custom getting major buzz from the media, this is where things started to get fun.

On December 15th, 2011, Eric Wilson formerly of The New York Times splashed our business on the front and back page of the style section with the title,  “Custom Shirts With Shots”!  From there business catapulted and we started dressing professional athletes and celebrities for award shows ( Mel Brooks for Drive ) and famous D.J.’s such as Diplo.  Five years later, and the Windsor Custom brand is still going strong.

We have now opened our fifth Ainsworth in the tri-state area, a biergarten in the Gansevoort Hotel, a gastropub in the Financial District, and our lovely property in Southampton, Southampton Social Club!  As each brand continues to evolve so has our hospitality group, Paige Hospitality, where we plan to continue expanding our Ainsworth brand nationally.

As for my personal style:

Jeans: AG Demin – Dylan

Shirts: Windsor Custom

Pants: Windsor Custom / Lululemon

Suits: Windsor Custom

Shoes: Paul Smith

Accessories:

Watch:Rolex Skydweller / Panerai Luminor

Hat: RWTW

Jewelry: David Yurman

Outerwear: Moncler / Bellstaff

Favorite Cologne: Diptyque

Your favorite App: SnapChat

Favorite piece of technology: iPhone

Next tech purchase: PetCube to watch my animals

Cator Sparks
Former Former Digital Trends Contributor, The Manual
Cator Sparks was the Editor-in-Chief of The Manual from its launch in 2012 until 2018. Previously, Cator was covering…
Inside SOLDIER’s ‘The Tiger’—a reimagining of Timberland’s 6-Inch Boot
timberland zipper boot

In an industry that sees plenty of collaborations and limited-edition capsules, it’s not uncommon to see footwear brands partner up with stars from various sectors, especially artists. Because visual art is similar to that of designing footwear, it’s not uncommon to see these worlds merge for a special collection. Such is the case with Timberland’s latest collaboration, which sees the iconic boot brand joining forces once again with the Lagos-born, London-based artist SOLDIER for a new iteration of their iconic 6-Inch Zipper Boot. Keeping with the boot’s famed silhouette and details, the collaborative design infuses an interesting pattern that uses bold stripes to pay homage to street style and the military aesthetic. 

SOLDIER brings visual art to Timberland’s iconic boot

Read more
250 years of Breguet: How this watchmaker defined luxury and innovation
Breguet at 250: How a watchmaker redefined horology forever
Breguet Classique Souscription 2025 back

For 250 years, Breguet has set the highest of standards of haute horlogerie, blending technical excellence with artistic elegance. Their distinctive ways and methodology in creating illustrious timepieces are now considered the stuff of legend. Founded in 1775 by Abraham-Louis Breguet, the brand revolutionized watchmaking with inventions that still resonate today. The tourbillon, (patented in 1801), pare-chute shock protection system, and even the first wristwatch are just a few examples of Breguet’s enduring legacy.

Breguet is a brand that imbues each timepiece with signature looks that stand the test of time. Impressive features collectors can expect include hand-engraved dials, guilloché patterns, and meticulously finished movements. The brand’s signature ‘Breguet hands’, fluted case bands, and secret signatures are standouts of its craftsmanship. Breguet’s workshops in Switzerland’s Vallée de Joux are still revered for upholding generations' traditions while utilizing the latest innovations. Owning a Breguet is about telling time while simultaneously owning a piece of horological history.

Read more
VERDY and DSM London unveil exclusive New Balance 991v2 collaboration
New Balance, VERDY, and DSM London bring British fun to a retro sneaker
new balance verdy dsm london sneaker

New Balance is no stranger to limited releases that tend to sell out in no time. The athletic company is also home to many exclusive collaborations that bring together brands from all over the world for one-of-a-kind releases that you can’t find anywhere else. In their latest collaboration, New Balance is joining forces with Japanese artist VERDY and Dover Street Market London for an exclusive release of the New Balance 991v2. In this three-way collaboration, VERDY is bringing its street style knowledge and expertise to this retro-style New Balance sneaker for a unique twist. As part of an exciting pop-up with Dover Street Market London, this release coincides with a three-week celebration with various collections, products, and announcements.

New Balance’s 991v2 heads to London for a British twist

Read more