By: Joe Cardoso & Courtney Walsh
As the wave of “Best of” comes from every outlet under the sun, we bring one of our favorites BACK! Yes, we love sports and entertainment, but more and more, what our favorite sports personalities are WEARING is becoming a topic of conversation, along with something we wait to see. So, the two of us picked 13 people who we feel kept it FRESH in 2025, from great-looking suits to knee-high boots and makeup popping. To make this project return, we flipped things a bit and had Courtney handle the men, and I chose the ladies.
This was HARD as we looked at Threads, Instagram, X for outfits, and consistency we loved. And we even searched local news as well, so we wouldn’t miss someone who killed it this year, then picking just 16 was even tougher. What did we look for? Well, Courtney looked for guys who had a clean looking suit, pocket squares and the random bold fit choice maybe stripes or an out of the norm for look. Boss man Joe was all about the total fit from hair to the boots as well as the pops of colors and bold choices that WORKED. So, let’s get into it and see who made the cut, and take notes, maybe you can steal some tips and level up your fashion game in 2026. These are NOT in any certain order; we just went girl, boy in that order.
Kimmi Chex, TV Host, NFL Network
You can catch her on the NFL Network, giving you the latest news from around the league. She also brings a high sense of fashion to the network with great pops of color, and she never misses great lighting for killer selfies. Bringing glam to a sport that isn’t thought of in that light.
Louis Riddick- NFL Analyst, ESPN
Always dressed to impress and passionate in his views on the game, Louis is one of my favorites on ESPN. From perfectly tailored suits to even making dressing down look sharp, more guys should take some fashion notes.
Colleen Wolfe-TV Host, NFL Network
Versatile is how I would describe Colleen’s style. From dope skirt sets to dressing up for a day of tailgating, she nails it.
Cam Newton- Host 106 & Sports, Podcast Host
Ok, I know not everyone is feeling the hats. Now that we’ve got that out of the way, Cam has a great sense of style and makes it work for him. I love the sweaters or the long sleeve polos with bracelets, bowties that add to his fits. While many stick to trends, he makes them and never misses leg day lol.
Ashley Nicole Moss- CBS Sports Basketball Analyst, 106 & Sports
Not only does she know ball using facts over feelings, but the young lady can dress. From suits to raw denim and tops, name the occasion, and she shows out. She brings a 90’s vibe with current trends. Even if she is a Cowboys fan. Just kidding!
Micah Richards- Pundit CBS Sports Futbol
When not being roasted by another multiple-time FITS Award winner, Kate Scott, Micah brings style to the Champions League shows. The man’s suit game is something to behold, along with great ties to complete the look.
Katie Mox- Host & Analyst, CBS Sports
We stumbled onto Katie early in the year, and happy we did because she helped us win some money on the gambling side of things. In terms of fashion, what is not to like? A great pair of boots can set things off, and she knows it well. Add that to a mix of really dressy outfits and a solid casual game. Her fit checks hit the mark more than most.
Evan Washburn- Reporter, CBS Sports

I love a good classic look, and that is what Evan brings to the table. It might not be bright colors or a look that makes you do a double-take. But what he wears looks good and brings back the classic sideline reporter look a lot of us grew up on.
Courtney Cronin- ESPN Reporter, Host
A big part of fashion is having fun and taking risks. Courtney checks all those boxes, from her fantastic Halloween costumes to the way she keeps you guessing in terms of what she will wear, but in a good way. And being in Chicago, her coat/boots game is not to be played with.
Nate Burleson- CBS Sports, CBS This Morning
Back in the Fit Awards winner circle, he continues to just be himself and create great looks. Showing us that a vest under a good suit is not a thing of the past, as well as a good use of colors to add to a killer fit.
Anita Nneka Jones- TV Presenter & Reporter
If you are going to be on TV for a living, you need to look great while doing it, right? This is how I would describe Anita’s vibe. Not one to dress down, and there is nothing wrong with that!
Dwyane Wade- NBA on Prime Analyst
In the same lane as Cam Newton, Mr. Wade is not afraid to take a fashion risk. He also pushes the envelope on what we think men’s fashion should look like, which is not a bad thing. I enjoy waiting to see what he will rock on his TV broadcasts.
Laura Rutledge- Host, ESPN
All around fashion killer. She can flip her looks and make them all look great. From power suits to jeans, along with the accents like a belt, sweaters. Being a fantastic host of NFL Live and other ESPN programs just adds to what she brings to the table.
Harry Douglas- NFL Analyst & Radio host, ESPN
Classic look with some down south flair from Mr. Douglas. Like Anita Jones, if you are going to be on TV might as well look GREAT while doing it. I would kill to see his tie collection.
Claudia Pagán- Host & Sports Reporter CBS Sports
Why did Claudia make the list? She has a great sense of style and can come at you in so many different ways. From her futbol jersey stylings shoutout to Jenny Chiu for starting the trend, to her fearless fashion approach. You can tell she cares about her fits, and even when looking to dress down, she makes it pop and all her own look. Plus, she is a TRUE futbol fan and can talk ball with the best of them.
Thierry Henry- Pundit CBS Sports
Is your top-dressed list even worth reading if you don’t have a person from France? A great addition to the Champions League coverage on CBS Sports, Thierry always looks the part, and it is never too much must be something in the water out there in Paris.
Cassidy Hubbarth-NBA on Prime
Cassidy just keeps applying pressure on everyone else to keep up! She brings a mix of classic look but a dash of modern style. She’s made herself a staple of the NBA culture, something not too many can say in the industry. The 2025 Fashion MVP
This was so tough that we both kept adding and taking names off our lists. Maybe next year we grow to 20-25; there are that many great dressed people in the sports media business. Shoutout to the following folks who just missed the cut, you all brought it in 2025. Ashley Shah Ahmadi, Mina Kimes, Christine Cupo, Charlie Davies, Jenny Chiu, Ryan Clark, and Anna Dua, to name a few. Congrats to our winners!! Fashion has now become a part of “the game.” Joe and I want to wish you all a safe and happy New Year!!