Noteworthy Brand Ambassadors For Massachusetts Sportsbooks

Written By Cheryl Coward on March 1, 2023 - Last Updated on August 7, 2023
Top potential Massachusetts sports betting brand ambassadors, from

Half the battle for sports betting supremacy in a state is brand recognition. Well, maybe not half. But a big chunk.

If they can, sportsbooks will often try to partner with spokespeople uniquely qualified to promote their sports betting platform in a new state. It could be an athlete, a celebrity, a well-known media figure. Anybody, really, who can help motivate residents to download one app over another.

We see this happening right now in Massachusetts, now that MA online sports betting apps are live. And we’ll continue to see it moving forward.

So, who is promoting which sportsbook in Massachusetts? Who might become the top brand ambassadors?

Here’s a rundown.


David Ortiz, Zdeno Chara, Aly Raisman, Brian Scalabrine

DraftKings is counting on the star power of Massachusetts sports legends to bolster its marketing campaigns. During the Super Bowl, the Boston-based company spent a pretty penny to air a star-studded commercial that included comedian Kevin Hart and Red Sox legend David “Big Papi” Ortiz.

In addition, DraftKings paid Boston legends Lenny Clarke, David Ortiz, Zdeno Chara and Brian Scalabrine to headline a “Bet Local” commercial that began airing in Massachusetts on March 10. So far, it’s been a hit.

It remains to be seen if we’ll see a sustained relationship with Ortiz, Chara, Raisman, and Scalabrine. That brand ambassador group would be hard to beat.

MORE INFO: DraftKings Sportsbook MA Review

David Ortiz is a brand ambassador for Massachusetts sports betting, from
David Ortiz at Fenway Park, Tuesday, July 26, 2022, in Boston. (AP Photo/Charles Krupa)


Rob Gronkowski, Adam Vinatieri

FanDuel also spared no expense in Super Bowl marketing with an ad that featured former New England Patriots star Rob Gronkowski attempting to kick a field goal. His “coach” in the promos leading up to the game-day ad was former NFL kicker Adam Vinatieri, who spent 10 seasons with the Patriots. Gronkowski is also a regular on FanDuel TV.

As the company began rolling out its promotions to Massachusetts residents, Gronk became the face of the FanDuel Massachusetts pre-launch promo of $100 in bonus bets.

Perhaps Vinatieri will make more appearances as well.

And … could Gronk convince former teammate Tom Brady to get in on the FanDuel promotion? It seems unlikely, as FOX is going to make Brady the face of its sports product — including, one would think, FOX Bet. But we’ll see.

READ MORE: FanDuel Massachusetts Review

Rob Gronkowski is a Massachusetts sports betting brand ambassador, from
(AP Photo/Marcio Jose Sanchez, File)

Caesars Sportsbook

The Mannings

With a long list of celebrity athletes on its marketing roster, Caesars Sportsbook outpaces the competition in the brand ambassador department. Although it still hasn’t made public ties with a Massachusetts celebrity.

Notable names featured in TV commercials and online ads for the sportsbook include the entire Manning football dynasty: Archie, Eli, Peyton, and Cooper. The Mannings are official Caesars Sportsbook brand ambassadors and participate in live events for the operator. Other entertainers on Caesar’s roster include actors J.B. Smoove and Patton Oswalt.

MORE: Caesars Sportsbook MA Review


Kevin Garnett

MGM Springfield’s retail and online sports betting partner, BetMGM, is owned by the casino’s corporate parent, MGM Resorts. Former Boston Bruins defenseman Ray Bourque placed a ceremonial first bet when the casino’s retail sportsbook opened on Jan. 31.

Nationally, entertainer Jamie Foxx is the face of BetMGM and greets bettors on the sportsbook’s website and app when they log in. So, Commonwealth bettors will see a lot of Foxx’s face as they navigate BetMGM’s sports betting options online.

But the main draw is former Celtics star Kevin Garnett. Massachusetts residents saw a lot of Garnett’s face in BetMGM ads ahead of the Massachusetts launch. They should expect to see much more of the Big Ticket moving forward as well.


Kevin Garnett is a Massachusetts sports betting brand ambassador, from
(AP Photo/Steven Senne)


Shaq, Julian Edelman, Johnny Damon

With his famous luxurious locks, Red Sox legend Johnny Damon was on hand at Encore Boston Harbor when WynnBET opened its retail sportsbook doors at the state’s largest casino.

Former Patriots star Julian Edelman already is partnered with WynnBET, so that’s already a big win for the app in MA.

Plus, Shaquille O’Neal is the face of WynnBET. And … remember the 2010-11 season? Remember he was a Celtic for a year? We wouldn’t be surprised to see WynnBET pay Shaq to heavily promote its product in Massachusetts.

READ MORE: WynnBET Massachusetts Review

Julian Edelman is a Massachusetts sports betting brand ambassador, from
(AP Photo/Mary Schwalm)


Jake Paul, Cavinder twins

Social media personality and boxer Jake Paul is one of the founders of the micro-betting platform Betr. Paul wears Betr-branded gear during fights and is a walking ad for the brand. Paul and other Betr personalities are featured in the operator’s social media promotional ads, including viral sports on TikTok.

Given his social media reach with millions of followers across several platforms, Betr has the leg up on other sportsbooks when it comes to social media. A Feb. 28 Betr TikTok video predicted that the Boston Celtics would win the 2023 NBA Championship and power forward Jayson Tatum will win Finals MVP.

In addition, Betr has signed an exclusive media partnership with Hanna and Haley Cavinder. The Cavinder twins are two of the most popular social media influencers, and former college basketball players at Fresno State and Miami.

Betr is not yet live in Massachusetts, but plans to launch sometime in April.

READ MORE: Betr Sportsbook MA Review

Barstool Sportsbook

Dave Portnoy, Rob Ninkovich

The opening of a Barstool Sportsbook outlet at Plainridge Park Casino included a first wager made by Patriots legend Rob Ninkovich. Could Barstool keep him on as a brand ambassador?

Barstool Sports has a roster of media talent who produce podcasts, videos, and other content highlighting picks, odds, and predictions. They are included in the sportsbook’s social media channels as well.

Barstool founder Dave Portnoy is a Massachusetts native from Swampscott. Prior to launch, the company released a video detailing its history in the Commonwealth featuring Portnoy discussing Barstool activity in the state. The tagline of the video: “Massachusetts we will see you on Mar. 10”

MORE: Barstool Sportsbook Massachusetts Review

Other Sportsbooks

Not every sportsbook that received approval from the Massachusetts Gaming Commission went live on March 10.

Online operators Fanatics Sportsbook and Bally Bet will open in Massachusetts in May. Betway is set to launch in January 2024.

Cheryl Coward Avatar
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Cheryl Coward

Cheryl Coward is a Staff Writer for PlayMA with a background in sports journalism. She started her career as a news reporter in Washington, DC. She's a die-hard women's basketball fanatic and founded the website as a result of that passion. She has previous experience covering gambling and sports betting in California, including extensive coverage of the Prop 26 vs. Prop 27 election battle.

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