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July 31, 2025 51 mins

What do you get when a love for sports collides with a passion for numbers? A game-changing approach to financial strategy for athletes and entertainers. In episode 17 of 2 CPAs & The Mic, Jeff and Sara are joined by teammate and fellow CCK Partner - Caleb Caldwell. Caleb has built a thriving niche serving high-profile clients—from college athletes navigating NIL deals to seasoned pros managing multi-stream income.

You’ll get an inside look at the unique tax challenges facing professional athletes and entertainers, the art of building trust with clients in the spotlight, and how a full-service financial model is helping them protect what they’ve earned and plan for what’s next. From endorsement income and video game royalties to multi-state filings and long-term planning, this episode is packed with real-world insights and behind-the-scenes stories.

If you're an athlete, entertainer, or advisor looking for a financial team that understands your world—this is your playbook. Tune in now.

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