• Loading stock data...
Sunday, March 22, 2026

Q&A: Josina Anderson Talks New Show, Media Free Agency

  • The first woman NFL insider in ESPN history launched her own video and podcast platform called ‘Undefined with Josina Anderson.’
  • Emmy Award-winning Anderson is betting on herself and her own talent. She’s following the independent path blazed by fellow media entrepreneurs.
earl thomas josina anderson
Kirby Lee-USA TODAY Sports

At a time when sports TV networks are contracting due to the coronavirus, on-air talent should be thinking about going on their own and controlling their own content, according to Josina Anderson.

The first woman NFL insider in ESPN history launched her own video and podcast platform called “Undefined with Josina Anderson,” after leaving ESPN this summer. She describes her newest venture as a “boutique lounge digital show.”

In essence, the Emmy Award-winning Anderson is betting on herself and her own talent. She’s following the independent path blazed by media entrepreneurs like Bill Simmons of The Ringer and Charlamagne tha God, who both left large corporate media entities to launch their own podcasts and platforms.

“There are so many ways now for talent to create and distribute content on their terms,” said Alex Flanagan, senior vice president and broadcast agent for The Familie. “It used to be that one or two executives determined who became media stars, and that was often subjective.  

Talents like Anderson are becoming “less and less dependent” on the gatekeepers, added Flanagan. 

“It is exciting that individuals no longer need a network behind them to have a very successful career and share meaningful stories and news directly with the fans,” she said.

Meanwhile, Anderson has continued to work her NFL sources, breaking player and league news across her social media feeds. Most recently, that included being the first to report that Jadeveon Clowney was joining the Tennessee Titans, a scoop she landed by talking directly with the linebacker.

Front Office Sports talked with Anderson after her first episode, which featured a sit down with New York Giants running back Devonta Freeman. She spoke about “greenlighting” herself, her exit from ESPN and whether she’d join another NFL TV partner. 

Front Office Sports: What’s your business strategy here with ‘Undefined?’ 

Josina Anderson: The strategy is to transition into ownership. I’ve been in this business almost 20 years. I’m very grateful for the opportunities that I’ve had. But over the course of my career, I’ve hosted, aggregated and compiled a lot of contacts and resources. I’ve seeded those resources into other entities, networks and corporations. Now I would like to take those same resources and contacts and build my own platform.

You’ve seen Bill Simmons do it. You’ve seen Charlamagne tha God do it. You’ve seen a lot of people cutting checks — and not waiting for checks. It’s time to go on the other side. Because I definitely believe I have the skill set, the intellect, the acumen and the context to do it in this kind of way.

FOS: So ‘Undefined with Josina Anderson’ will be a multi-platform web site/streaming company?

JA: It’s multi-platform that will stream out to my social media sites. If anybody wants to pick me up, they can not only sign me as a talent, which is how most talents in the industry make their money, they can buy my show.

FOS: Do you have outside investors?

JA: I do have one silent investor, yes I do.

FOS: What about advertisers? 

JA: I do have one sponsor we started off with, which is District 5 Boutique. This has pretty much been an idea platform, an execution, done in under two months. I’ve only been off the air from my last job, by my choice, for four months. I pretty much got this going in the last six weeks or so. 

I built my own studio with the help of an engineer who helped me configure it remotely. I had a lot of people behind the scenes helping me, who are just friends. A lot of people doing it for free. Believing in the concept and doing more than what they’d typically do. I really appreciate the groundswell of support from the people in my circle.

FOS: Besides Freeman, you also interviewed Hollywood actor Morris Chestnut and ‘The Daily Show’ comedian Roy Wood Jr. on the pilot. Is the strategy to go beyond the NFL —and sports?

JA: That’s the whole point. What people don’t realize, my rolodex is not just in the NFL. When I started my career, I was actually a basketball insider. I grew into being a football insider. My name has been out there for a while, God bless.

I reached out to Morris Chestnut, the actor you’ve seen in ‘The Best Man,’ ‘Boyz n the Hood,’ ‘G.I. Jane,’ and he didn’t even hesitate. He said, ‘I want to support you.’ Everybody in the business going understands through a transition. People can relate to that. Having to rediscover yourself, blossom and flourish again. 

Even when I’m calling my contacts, and explaining to them what’s going on with me, why I’m not at ESPN, but you’ll still see me breaking big news; everybody can identify with the path that I’m on. Not that I didn’t know, but my contacts are here for me. Not whatever network I’m working for.

FOS: Will you continue to cover the NFL on your show?

JA: Absolutely, this show will have sports. It will have insider stuff. There are segments in this show that I didn’t include in the first episode. I just wanted to get it off. I’ve been working around the clock, sleeping 2-3 hours. There were [NFL] stories I could have broken on Twitter, but I didn’t because I had maybe about 20% of my attention on the NFL for the last however many weeks. Any time I broke something it was someone coming to me. So yes, the idea is still to talk about sports, still talk about news and just expand the different topics and the different types of people you’ll see me have on.

FOS: Are you open to working as an NFL insider for another league TV partner like NFL Network or Fox Sports? 

JA: I am open to it. But I honestly feel like I’ve earned my stripes. I’m the top NFL female insider in the country in terms of covering news over 32 teams consistently. I’ve sat down alongside some of the best men in the business. It’s my belief that I belong on a desk. I have no qualms about sideline reporting and all that other stuff. But I belong on a desk. If you want me to come, that’s where I belong. 

I understand that there are former athletes that are currently holding those seats in my sport. And there are great insiders who work at networks. … But I’m not taking anything less than that. Economically, I feel I should be more on-par with my male counterparts.

FOS: When you say a ‘desk,’ you mean a studio show, correct? 

JA: Hosting, in-studio, what-have-you. If I’m sitting on a desk, I’m not going to just tell you what I think. I’m going to tell you what somebody said to me on my phone five minutes ago. I’m going to break down the labor situation. I’m going to break down a contract. And a lot of times, I will bring more insight.

That’s not to knock anybody else. That’s just a fervent belief in myself. I know what I’ve aggregated over time. I’m not going to diminish that in any way by selling myself short or taking something that I feel doesn’t fully represent what it is that I’m bringing to the table.

FOS: You made history as the first female NFL insider in ESPN history. You were featured on the biggest shows. Why leave after nine years?

JA: We both moved on. They wanted to move in the direction they wanted to head. It was best for me to flourish in a new direction. I’m appreciative of the opportunity that I had. And certain things that it afforded me.

But I also know my worth — and I also know my value. I also know some of the things that I tried to point out behind the scenes that as a person of color in the industry, as a woman in the industry, needed to be addressed. I have a strong voice. That’s what brought me to ESPN. But my eyes are still open. My eyes and my voice didn’t go away while I was there either. So I think you can understand some of the things I’m getting at. 

At the same time, I think the space that I’m in is best. I think all talent, particularly with the way the industry is evolving right now, should be thinking about ownership. You don’t have to wait for somebody to greenlight you. You can greenlight yourself. That’s the first question everybody asks, ‘What network are you on?’ What do you mean what network am I on? I’m on my own network.

More Sports TV Talents Make Shift To Digital Challengers

Deion Sanders, Barstool’s highest-profile hire ever, is the latest television star to…
August 13, 2020

FOS: Why are NFL TV audiences down this season?

JA: I feel like it’s just not the first thing people go to. Right now there’s so many content creators, so many people elevating their voices, generating their voices on different streaming services, people cutting cable, things like that. That’s just the way it is.

It’s kind of like a renaissance of people finding their voices. That includes alternate options of where to get your programming outside of live sports.

FOS: Who are some of your business role models?

JA: Anybody who’s cutting a check and owning their own stuff is really a role model. I mentioned Bill Simmons, people that are building their own platforms. We’ve seen Oprah do it, we’ve seen Martha Stewart do it. Even Naomi Campbell, the supermodel, has her own site that’s doing very, very well. If you have a broad bandwidth of people who you can access to help build up what it is you’re doing, and I do believe I’m one of those people, you have an opportunity to be successful at it. 

Now, when people are approaching me, they’re not just approaching me as talent, they can approach me as a business-woman who’s ready to talk about sponsorships, who’s ready to talk about content purchase, who’s ready to talk about signing me as a talent, ready to talk about producing. It’s just a whole new and expanded way of looking at it.

Linkedin
Whatsapp
Copy Link
Link Copied
Link Copied

What to Read

Beau Brune/LSU

College Athletic Departments Are Becoming Media Companies

“There’s only so many tickets you can sell, but content is infinite.”
Acrisure Stadium in Pittsburgh

How Pittsburgh Is Remaking Itself for the NFL Draft

Local schools, hotels, and transit systems all adjust to forthcoming influx.
Jan 19, 2026; Miami Gardens, FL, USA; Egon Durban walks on the sideline with Tom Brady before the CFP National Championship college football game between the Indiana Hoosiers and the Miami Hurricanes at Hard Rock Stadium. Mandatory Credit: Kirby Lee-Imagn Images

NFL Owners To Vote on Raiders Succession Plan

The plan creates a path for the Raiders to leave the Davis family.
Ben Strauss

Ben Strauss Discusses WaPo Layoff, His New Role at ESPN

The longtime media reporter was laid off while covering the Super Bowl.

Featured Today

AI College Recruiting Reels Aren’t Fooling Scouts

College coaches and recruiters are way ahead of cheating athletes.
March 7, 2026

Alex Eala Has Become One of the Biggest Draws in Tennis

Eala will face Coco Gauff in the third round at Indian Wells.
Jun 9, 2021; Paris, France; The racket of Coco Gauff (USA) after she smashed it during her match against Barbora Krejcikova (CZE) on day 11 of the French Open at Stade Roland Garros
March 6, 2026

The ‘Rage Room’ Is the Hottest Place in Tennis

The idea came from a player podcast.
March 5, 2026

Mark DeRosa Is Still Baseball’s Swiss Army Knife

DeRosa is the sport’s utility player both on the field and off.

WBC Title Game Draws Record 10.8M U.S. Viewers

The tournament ends its breakthrough run in emphatic fashion.
Feb 13, 2026; Inglewood, California, USA; NBC Peacock play-by-play announcer Noah Eagle during an NBA All Star Rising Stars game at Intuit Dome. Mandatory Credit: Kirby Lee-Imagn Images
exclusive
March 19, 2026

Noah Eagle, Michael Grady, Zora Stephenson to Call WNBA on NBC

WNBA games are returning to NBC for the first time since 2002.
Sports commentator watches games on NFL Red Zone
March 19, 2026

NFL Sunday Ticket Exit from DirecTV Forces U.S. Bars to Adapt

DirecTV will no longer distribute the out-of-market package.
Sponsored

Paul Rabil: Why Owning a Team Is a 100x Bet

Paul Rabil shares how he left an established league to build PLL.
March 19, 2026

March Madness Fuels the Push Toward More Screens, More Games

This year, there are even more multiview options available.
Oct 28, 2025; Los Angeles, California, USA; Los Angeles Dodgers former player Orel Hershiser reacts after throwing the ceremonial first pitch before game four of the 2025 MLB World Series between the Toronto Blue Jays and the Los Angeles Dodgers at Dodger Stadium. Mandatory Credit: Kirby Lee-Imagn Images
exclusive
March 19, 2026

Hershiser, Gonzalez Join NBC MLB Opening Day Coverage

The World Series legends will join Jason Benetti in the broadcast booth.
Fox News Logo
exclusive
March 18, 2026

Fox Corp. and Kalshi in Advanced Talks on Deal

The deal would include Fox News, but not Fox Sports.
Oct 19, 2025; Kansas City, Missouri, USA; Kansas City Chiefs quarterback Patrick Mahomes (15) speaks with CBS Sports sideline reporter Tracy Wolfson after the game against the Las Vegas Raiders at GEHA Field at Arrowhead Stadium. Mandatory Credit: Denny Medley-Imagn Images
opinion
March 18, 2026

Why CBS Should Embrace NFL Renegotiations

Despite the cost increase, a new deal could prove beneficial.