Annie Bosko joins Football Is Sexy to share her 49ers Monday Night Football anthem moment at Levi’s Stadium…plus faith, friendship, and the full-circle Nashville story behind it.
Some episodes feel fun. This one feels fated.
Monica sits down with her longtime friend Annie Bosko—powerhouse singer-songwriter, relentless grinder, and the kind of woman who turns rejection into rocket fuel—to talk about the 15-year friendship that started on the floor in Franklin, Tennessee… and somehow ended up under the bright lights of Levi’s Stadium on Monday Night Football.
Not gonna lie: this conversation is part bestie banter, part behind-the-scenes music industry truth, and part “God really does wink sometimes.”
Monica X Annie: “We’ve Lived 10 Lives” Friendship Origin Story
Before the stadium lights, before the big moments, there were two girls in Nashville chasing the dream—writing songs, going through it, and learning who they were. Monica and Annie talk about how friendships don’t always survive the chaos of life… but the real ones do. The kind that stay through different seasons, different cities, different versions of you.
Teaser: Monica admits she might’ve been “hitting on” Annie when they first met. Annie’s response? Iconic. Friend zone… but make it end zone.
Annie’s California Roots + The Disney Moment That Changed Everything
Annie takes us back to growing up in California in a big farming family—yes, the real kind of work ethic that makes you different. She shares the moment she realized music wasn’t just a hobby: a Disney recording job at 13 that made her feel like she belonged in the studio, like this was always the path.
Teaser: If you’ve ever had that “oh… I’m home” moment in your career, you’ll feel this.
The Country Music Industry Doesn’t Make It Easy for Women
Annie doesn’t sugarcoat it: country music has never been “fair” to women—and it’s not getting easier. She talks about rejection, being dismissed before anyone even hears the music, and what it takes to keep going when doors keep slamming.
Teaser: There’s a story about a label president flat-out refusing to sign any female artists. It’s jaw-dropping.
Monica X Annie’s “Fighter” Wasn’t Just a Song…It Was a Lifeline
If you’ve ever heard Annie’s song “Fighter” and felt it in your chest, this segment explains why. Monica shares the backstory: the writing session, the moment it all poured out, and how real pain turned into a song that now hits people in the deepest way.
Teaser: Annie tells the story of singing “Fighter” at an all-men’s prison—and what happened afterward will give you chills.
49ers Monday Night Football, a Televised Anthem, and a Night That Felt Like Magic
Then we get to that moment: Annie singing the National Anthem at Levi’s Stadium. She thought it was a normal game situation… until she finds out it’s going to be televised on ESPN.
Monica’s take? She didn’t tell Annie on purpose. (Because anxiety is real, okay?)
Teaser: The anthem. The flyover. The fireworks. The tunnel walk. And the deeper reason the night felt like a “God wink” for both of them.
Women Supporting Women: The 49ers Suite Moment You’ll Want to Hear
After the performance, Annie and Monica talk about being embraced by a circle of women who genuinely support women—no weird energy, no competition, just love. It’s one of those “this is what it’s supposed to be” moments.
Teaser: If you’ve ever wished for a friend group that celebrates you instead of side-eyes you… this part is for you.
What Annie Wants Next: Vulnerable Music That’s Actually Scary
Annie shares what she’s chasing now: not the “perfect radio hit,” but music that’s honest in a way she hasn’t done before. The kind of songwriting that feels like showing scars—because it is.
Teaser: She names the artists who inspire that level of truth (and yes, it includes Adele and Taylor).
FIS’s Flex, or Next: Brock Purdy Edition
We close with one of the most fun segments: Monica asks Annie about Brock Purdy’s vibe shift—flex or next? Annie’s answer is full “having fun matters” energy and ties right back into performance, confidence, and letting it fly.
Teaser: If you’re a Niners fan, you’re going to eat this up.
Watch the Full Episode
This is the kind of episode that will make you laugh, get emotional, and feel like your own “full circle” moment is closer than you think.
🎥 Watch on YouTube + listen on Spotify/Apple Podcasts.
Annie Bosko: Listen + Follow
Stream and purchase Annie’s album California Cowgirl on Spotify, Apple Music, iTunes, and Amazon Music.
Follow Annie on Instagram: @anniebosko
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Football Is Sexy is a bold, women-driven football podcast hosted by Monica Madrid—breaking barriers and redefining NFL fandom for women everywhere. With 70K+ Instagram followers, 1.3K YouTube subscribers, and a growing audience across podcast platforms, this isn’t just a show…it’s a movement.
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