What happens when your perfectly planned vacation gets turned upside down? In this episode, I share the story of my three‑week trip to Lakeside, Ohio — a place that usually brings me peace, clarity, and joy — and how this time, everything went differently than expected.

In this special episode of Brand for Good, I’m turning the mic over to two very bright voices—our summer interns, Arielle Teppert and Alyssa Kilpatrick. Over the past two months, they’ve immersed themselves in the world of purpose-driven marketing at Prosper for Purpose, learning everything from social media strategy to brand messaging to how AI fits into the future of creative work.

If you’re an entrepreneur or small business owner, here’s the truth: you will never grow without taking risks. And I’m not talking about reckless gambles—I’m talking about calculated, courageous leaps. In this episode, I’m sharing the four types of risk that show up at every level of business and how some of the most successful entrepreneurs, from Sara Blakely to Rihanna, made bold moves in the face of uncertainty.