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Alec Cunningham

Alec Cunningham

Verified Content Editor

As a college athlete, Alec Cunningham played Division II golf at Tusculum University. She graduated in 2015 with a bachelor’s degree in Journalism and Professional Writing. She then returned to her love of written word in 2020 after working in the music industry as a concert promoter, tour manager and artist developer. 

As a journalist, she’s covered a variety of industry-related topics for Catena Media in Pennsylvania, Maryland, Massachusetts, Tennessee and Virginia. Cunningham is especially passionate about the ever-evolving role of women in the gambling industry. Most recently, she provided insight on the topic via a panel at the 2022 All-American Sports Betting Summit. 

Posts by Alec Cunningham

Getting to Know Alec Cunningham

Alec Cunningham is a content editor and analyst for PlayPennsylvania. She has covered countless online sports betting and casino legislation topics and is particularly passionate about responsible gambling and gambling addiction recovery. In her free time, she volunteers at the Tennessee Redline, a confidential hotline that specializes in addiction treatment and recovery referrals. In 2022, she served as a panelist at the All-American Sports Betting Summit, discussing the ever-evolving role of women in the gambling industry.

When she isn’t writing about sports, she’s playing them. Better known as Flexecutioner on the track, Cunningham joined the hard-hitting world of roller derby in 2025 and now proudly skates with Hard Knox Roller Derby. She sees it as a thrilling pivot from her days as a college athlete, when she competed in Division II golf at Tusculum University.

Cunningham has been covering sports betting and sweepstakes casino news in Pennsylvania for over 5 years and is eager to see how the state’s gambling industry continues to evolve.

Alec_Cunningham_Flexecutioner

Professional Experience

Catena Media
Content Editor / Writer
2020-present

Education

Tusculum_University

Tusculum University (2011-2015)

Bachelor’s of Journalism & Professional Writing

Favorite Gambling Movie icon

Favorite Gambling Movie

Jackpot! (starring Awkwafina and John Cena)

Favorite Song/Band icon

Favorite Song/Band

The 1975 and Haim

Book Everyone Should Read icon

Book Everyone Should Read

The Alchemist by Paulo Coelho

My Spirit Animal at the Card Table icon

My Spirit Animal at the Card Table

I’m 100% a golden retriever in sunglasses. I walk in with tail-wagging confidence, charm everyone at the table, and somehow manage to win a few hands just by sheer enthusiasm and good vibes — while occasionally mistaking a bluff for a belly rub. I may not know all the rules, but I’m playing like it’s my game.

Awards, Achievements, and Certifications

2025: Named Hard Knox Roller Derby Rookie of the Year

2024: Became a Certified Peer Recovery Specialist

2022: Served as a pannelist at the All-American Sports Betting Summit

 

Q&A with Alec Cunningham

If I had one wish, it would be for daily login bonuses to become a standard at online casinos — just like they are now for sweepstakes casinos. I mean, who doesn’t love rewards?

My immediate reaction is to park myself in front of a high-RTP slot machine and let fate take over. But if I’m being reasonable, I’d probably hit the blackjack table and work on finessing my skills.

That you don’t have to pay taxes on the money you win from gambling (in the US, at least). Much like everything else, gambling is considered reportable income, and Uncle Sam wants a cut. You should report all gambling winnings on your tax return — even if you don’t receive a Form W-2G from a casino or sportsbook.

Whatever your heart is telling you, go with the opposite. Oh, and bet on snacks — snacks never lose.

“Smooth Criminal” by Michael Jackson. Because I’m sliding in like a heist in progress, pretending I know what I’m doing, and fully committed to dazzling the dealer with confusion and confidence. Bonus points when I moonwalk to my seat and accidentally trip face-first into a chip tray.

Oh, you mean besides edible scratch-offs and slot machines that roast you when you lose? I’m currently developing TelepathiBet™: the world’s first thought-powered betting platform. No clicks, no chips—just pure brainwaves and bad decisions! The moment you think “maybe I should walk away,” boom — double down. It’s pure chaos and probably illegal in every country. But hey, when the future calls, I’m betting on mind games.

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