December 03, 2025

Stop Playing Small & Start Playing your OWN Game: Confidence, Mentorship, & Self-Competition is your new Playbook (ft. Sydney Supple, Big 10 Sideline Sports Reporter)

45 minutes

A conversation for the girl who knows she’s capable of more—and is finally ready to stop playing small and start playing her own game. In this episode, Kellie sits down with Sydney Supple, former D1 softball star at Northwestern, sideline reporter, digital creator, and a woman who knows what it means to chase big dreams with discipline and heart. From winning three Big 10 titles to earning degrees from Medill and Syracuse, to reporting across Fox Sports, Big 10 Network, ESPN, ACC Network, and more, Sydney has built a career defined by preparation, passion, and purpose.

Sydney opens up about navigating a career in male-occupied spaces—from being underestimated to being called “honey” in professional settings—and how she learned to meet those moments with poise, preparation, and confidence. She shares the mindset her mom instilled early on: never let someone else’s doubt shrink your ambition.

Kellie and Sydney dive deep into the power of mentorship, the women who paved the way before her (like Jessica Mendoza and Lisa Byington!), and how asking intentional, thoughtful questions can change the trajectory of your career. They unpack what it really looks like to compete with yourself, build your circle of support, and keep showing up for the version of you you’re becoming.

This episode is your reminder that you’re allowed to take up space, ask for the opportunity, and believe in the version of you who’s already capable. Because once you combine preparation with purpose, you don’t just show up—you stand out.

Connect with Sydney: https://www.instagram.com/sydney_supple/

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