The Risk of Playing (And Why It’s Worth It)

Seven months after absolutely exploding my ankle (yes, that’s the technical term), I finally got the all-clear to skate again. But...What if I wasn’t ready? What if I wiped out in front of an entire park full of strangers? What if Brad, my physical therapist, was secretly testing me and I failed spectacularly??But here’s the thing: Play always comes with a little risk. And not just in roller skating—marketing, relationships, life… it’s all a game of curiosity, trust, and hoping you don’t eat pavement.In this voicemail:🛼 Why risk and play go hand in hand (and why that’s a good thing)⚡ How brands can invite people to play without making them the punchline🎯 What it actually takes to get someone to take a leap (or stand up on eight wheels)And yes, I did stand up. And yes, it blew my f*****g mind.Whether it’s launching a campaign, trying something new, or just putting on your skates—it's almost always worth it.Hit play, and let’s roll.Subscribe for more creative chaos. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit sorryimissedyou.substack.com