6 Wonderful Photos of Rookie Mady Dewey in Puerto Rico

Last year’s Swim Search winner returns to the magazine for her first destination feature.

Cara O’Bleness | May 20, 2023

Mady Dewey was photographed by Ben Watts in Puerto Rico.

Ben Watts/Sports Illustrated

After winning last year’s Swim Search open casting call, Mady Dewey returns to the SI Swimsuit Issue for her first destination feature with the publication. She posed for photographer Ben Watts in Puerto Rico.

A tech professional, Dewey is the founder and CEO of a metrics-free social media app called Herd. She also works as a product marketing manager at Discord. Dewey told SI Swimsuit that she’s proud to be featured in a publication that is, in her words, bold, strong and progressive.

“I can’t even describe how it feels to be a Sports Illustrated Swimsuit rookie,” Dewey said. “Like I say it out loud, and I still don’t fully recognize that that’s what’s happening right now. It’s an honor. I cannot even begin to explain how grateful I am for the chance to even do this once, let alone now to get to come back and be a rookie and just to have the opportunity to try something new, try something outside of what I do day in and day out has been such a joy.”

View Mady Dewey’s full 2023 SI Swimsuit gallery here.

In honor of Dewey’s rookie photo shoot with SI Swimsuit, below are six of our favorite images Watts captured of the model in Puerto Rico.

MTk3ODYyMTAwMTE3MjM1NTc0 — Ben Watts/Sports Illustrated

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by BECCA by Rebecca Virtue. Scarf by Dandy Del Mar. Necklaces by Brinker + Eliza.

MTk3ODYyMDk5MDQzNTU4NTcy — Ben Watts/Sports Illustrated

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by isabella rose.

MTk3ODYyMDk5MDQzODIxNDMw — Ben Watts/Sports Illustrated

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Monica Hansen Beachwear. Earrings by EF Collection.

MTk3ODYyMDk5MzExOTk0MDI4 — Ben Watts/Sports Illustrated

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Gonza. Shorts by Aviator Nation.

MTk3ODYyMDk5MzExOTk0NzQy — Ben Watts/Sports Illustrated

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by RUTT Australia. Necklaces by ByRoxStudio.

MTk3ODYyMDk5ODQ4OTMxMTkw — Ben Watts/Sports Illustrated

Mady Dewey was photographed by Ben Watts in Puerto Rico. Swimsuit by Monica Hansen Beachwear. Necklaces by SOKO and Electric Picks. Bracelets by Nancy Newburg.

Meet Mady Dewey—read the 2023 SI Swimsuit rookie’s full feature profile here.

Get ready for the hottest event of the year! The 2023 SI Swimsuit Issue is out now, and you won’t want to miss the Swimsuit Issue Launch Party. Secure your tickets now and join us for an unforgettable weekend of glamour, beauty and fun.

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Published May 20, 2023

CARA O’BLENESS

Cara O’Bleness is a writer and editor on the Lifestyle and Trending News team for SI Swimsuit. Prior to joining SI Swimsuit in 2022, she worked as a writer and editor across a number of content verticals, including food, lifestyle, health and wellness, and small business and entrepreneurship. In her free time, O’Bleness loves reading, spending time with her family and making her way through Michigan’s many microbreweries. She is a graduate of Michigan State University’s School of Journalism.