Ep 23 - Meet Caleb Wolff-Perrotta — The 11-Year-Old Skateboard Coach With Big Hustle Energy

I’m thrilled to introduce you to Caleb Wolff-Perrotta, an 11-year-old skateboard coach who’s already running a mentorship business, dog walking, and babysitting—all to fund his dream week at Camp Woodward. We recorded this mini-episode on location at West Orange Skate Park, where Caleb teaches kids how to find their balance on and off the board. He started skating at three, fell in love with it, and never looked back. Entrepreneurship clearly runs in the family—Caleb is the son of Danielle Perrotta (our Episode 22 guest), and his drive is such a powerful example of what happens when passion meets support.

💡 What You’ll Hear:
🔹How Caleb became a skateboard coach at 11
🔹Why small jobs (like dog walking and babysitting) build confidence and savings
🔹The backstory of how a photo shoot sparked his love for skating at age three
🔹The plan he used to save for Camp Woodward
🔹A reminder that you’re never “too young” (or too early) to start

Want To Hire Caleb As A Skateboard Coach?
Please contact him through his mom, Danielle Perrotta:
🔗 Website: differentmindsus.com/
📸 Instagram: @differentmindsstrongbonds, @danielleperrotta
🔗 LinkedIn: Danielle Perrotta

Listen To The Full Episode on your favorite podcasting platform: Heart of the Hustle (@Heartofthehustleshow).

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