Friday, June 26, 2026

Inside The Huddle: Brands, Athletes, and Equity Deals with Ricky Medina

In the buildup to Front Office Sports’ Brand Marketing Huddle at the LA Stadium Premiere Center on July 11, we’re introducing you to the huddle leaders who will be lending their expertise to the conversation.

Today, meet Ricky Medina: Senior Manager of Licensing and Business Development with the NFL Players Association. In this role, Medina leads negotiations for new licensing deals & partnerships while representing the intellectual property for a group player licensing program for all current NFL players.

Growing up in northern New Jersey, Medina’s love for sports started early as a fan of New York’s professional teams. Now 13 years into his career, Medina still holds that passion close.

Medina also works closely with REP Worldwide: the NFLPA’s subsidiary licensing representation business launched in partnership with the U.S. Women’s National Soccer Team Players Association (USWNTPA) and the Women’s National Basketball Players Association (WNBPA). He describes this as one of his proudest professional achievements.

“It’s really hard to do it justice and put into words,” Medina says, “but working in partnership and on behalf of world-class female athletes that have either largely been overlooked historically or haven’t had the resources (because they’ve been overlooked) to properly monetize their influence and achievements has been inspiring, and is something I’m not only proud of but – and this cannot be overstated – is a responsibility that has tentacles beyond the bounds of sports into important societal issues.”

Working in a role that sees him frequently observing, how brands and athletes establish working relationships, Medina says the biggest key for either to find success is authenticity. 

“It’s becoming more and more common for athletes and brands to have an expectation of how they can be an extension of one another – the values they hold, the common interests they share,” Medina states. “One of my colleagues, Terése Whitehead always tells me – that athletes nowadays are looking for brands that can extend their own personal brand. In most cases it can no longer be a purely transactional relationship whereby the brand is simply paying an athlete to hold a product and tell the customer to buy it. That’s partially a byproduct of a shift in consumer behavior, but it’s also what brands and athletes are demanding of one another.”

Medina’s advice to students looking to start their careers in sports is to to simply get as much experience as possible and take advantage of every opportunity.

“The advice I’d offer up is to do everything possible to get your foot in the door,” he says. “Don’t concern yourself with the specific role – internship, entry level, volunteer work.  Whatever it is, whatever it takes – if you’re passionate enough about it and want it badly enough, there is a path to gain experience and exposure. Once you do get that foot in the door, work like there’s no tomorrow, be present and develop relationships.  Schedule coffee or lunch meetings with people you want to learn from – you may be surprised with how generous folks are with their time when it comes to mentoring.”

Meet Ricky and hear more of his thoughts on the current brand marketing space at the Front Office Sports Brand Marketing Huddle at the LA Stadium Premiere Center in Los Angeles, CA on July 11. For tickets and additional info, click here.

This field is for validation purposes and should be left unchanged.

Sign up for
The Memo Newsletter

Get the biggest stories and best analysis on the business of sports delivered to your inbox twice every weekday and twice on weekends.

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.
Linkedin
Whatsapp
Copy Link
Link Copied
Link Copied

What to Read

Exclusive

Under Armour Did Not Renew WNBA Shoe Deal

Last year, Courtney Williams wore shoes without Moolah Kicks logos.

NFLPA Calls Out Owners As Stadiums Swap Turf for World Cup Grass

Eleven NFL venues will host matches during the World Cup.

Josh Allen Tops NFLPA’s Top-50 Player Sales List

Saquon Barkley previously held the top spot. 

Sanders’s Record NFLPA Income Was Mostly From Trading Cards

The bulk of Sanders’s record NFLPA income came from cards, not jerseys.
podcast thumbnail mobile
Front Office Sports Today

6/26/26 – MLB Labor War Heats Up, Fanatics Bans Bettor Harassment, Tracy McGrady Revives ABCD Camp

0:00

Featured Today

Italian Americans Have Severe World Cup FOMO

Bars and restaurants in Boston, Philly, and beyond are missing the Azzurri.
Indiana Fever guard Lexie Hull (10) celebrates a three-point basket Monday, June 22, 2026, during the game at Gainbridge Fieldhouse in Indianapolis. The Indiana Fever defeated the Phoenix Mercury, 86-77
June 24, 2026

Female Athletes Are Trying to Build the ‘Athleisure of Beauty’

“Performance cosmetics” have emerged alongside the women’s sports boom.
June 18, 2026

Why U.S. Open Host Sites Are on a 25-Year Plan

The U.S. Open has already picked out 22 future sites through 2051.
Wisconsin Badgers forward Laila Edwards, left, and defender Caroline Harvey celebrate after Edwards scored against the Minnesota Gophers in the first period in a game Saturday, February 8, 2025, at LaBahn Arena in Madison, Wisconsin.
June 15, 2026

Two Rookies Are Rewriting Women’s Hockey Stardom

Their platforms are a mutual boon for the PWHL and its players.
Ai sports slop
June 5, 2026

How Sports Became Ground Zero for AI Slop

The category is the perfect breeding ground for AI content churn.

How Rolex Paved the Way for Luxury’s Love Affair With Tennis

“It’s almost impossible to think about tennis without thinking about Rolex.”
Athlos
May 4, 2025

Nike Wants to Pull Off the First Women’s Sub-4:00 Mile

Experts speak on whether Nike’s “moonshot” is realistic or a gimmick.
Jul 19, 2024; Phoenix, Ariz., United States; Sheryl Swoopes hosts a WBNA All-Star brunch in honor of her former teammate, Nikki McCray Penson, at Thea in Phoenix on July 19, 2024
May 12, 2025

Swoopes: A’ja Wilson Shoe Campaign Shows Nike Sea Change

Nike released the Air Swoopes in 1995.
Sponsored

How Daktronics Is Reshaping the Modern MLB Ballpark Experience

The technology powering baseball’s next chapter.
Apr 12, 2025; Cleveland, Ohio, USA; MLB umpire Ron Kulpa (46) calls a third strike during a game between the Cleveland Guardians and the Kansas City Royals at Progressive Field
May 4, 2025

Lasik Is Trolling Refs and Offering Them Free Eye Surgery

Some pro officials have sprung for the offer for free corrective surgery.
January 15, 2025

State Farm Pulls Out of Super Bowl Ad Amid Fire Backlash

State Farm’s Super Bowl ad last year featured Arnold Schwarzenegger and Danny DeVito.
Nov 25, 2024; Inglewood, California, USA; From left: Scott Van Pelt, Ryan Clark, Jason Kelce and Marcus Spears on the ESPN Monday Night Football Countdown set before the game between the Baltimore Ravens and the Los Angeles Chargers at SoFi Stadium.
December 17, 2024

A ‘Wave’ of Sports Content Is Coming to TikTok

The next generation is consuming sports in a different way.
Apr 7, 2022; Augusta, Georgia, USA; Rory McIlroy (left) and Brooks Koepka set up to putt on no. 9 during the first round of The Masters golf tournament.
Exclusive
November 27, 2024

PGA Tour vs. LIV Golf TV ‘Showdown’ Will Pay Out $10M Crypto Purse

Two golfers from each tour will face off in Las Vegas.