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…
Adidas joins Audi F1 team as official partner ahead of 2026 debut
New era in motorsport: adidas and Audi F1 sign multi-year partnership
Graphic with Audi logo on the left, addidas on the right and a black-helmeted person in the center.

Audi F1 and adidas are teaming up, and it’s more than just a logo swap. The two German giants are rolling out a multi-year partnership that’ll put adidas gear on the Audi F1 crew and drop a fan collection ahead of the team’s 2026 debut.

Built for performance where it counts

Read more
FILA and J-FROST elevate a classic with the Original Tennis Lux
FILA and J-FROST reimagine the white sneaker with edge
fila x j-frost white sneaker

While FILA's history is full of iconic moments, the global fashion brand's current phase is still delivering the greats. In a collaboration with the visionary J-FROST, the duo has unveiled a revamped design for the classic Original Tennis Lux sneaker. A timeless and heritage sneaker, the Original Tennis Lux is an example of what the ultimate white sneaker should be. In this partnership, FILA’s heritage design combines with J-FROST’s signature clean aesthetic to create a statement shoe that speaks volumes with its contemporary and modern design. While the revamped sneaker delivers a crisp white base, its added details and features give it the perfect amount of edge to offer users a cutting-edge version of a timeless shoe every man should have in their wardrobe. 

J-FROST brings a street-style touch to FILA’s heritage white sneaker

Read more
TAG Heuer’s new Monaco Gulf is a racing legend reimagined
The Tag Heuer Monaco Gulf is a perfect tribute to racing history
The Monaco Chronograph Gulf

The iconic combination of the Heuer Monaco’s square case and the vibrant Gulf racing livery has achieved legendary status among serious watch collectors. Today, TAG Heuer and Gulf Oil return with the introduction of a captivating new iteration of the Monaco Chronograph Gulf, a luxury timepiece that masterfully celebrates tradition while embracing contemporary refinement. This is a watch designed to capture the rebellious spirit of 1970s motorsport while staying true to the technical performance and elegant finish expected by today's watch enthusiasts. It is a watch that speaks directly to purists, offering a unique insight into a bygone era of racing glory.

A dial that roars

Read more