Say YES! to the Impossible.

I’m Sam Penny - adventurer, keynote speaker, mentor, and host of the podcast Why’d You Think You Could Do That?

Listen to the Podcast The Blog Pod Merch About Sam Mentored x Sam Motivational Speaker Contact Sam Penny, strategic business coach and exit planning expert, seated outdoors in a relaxed pose, guiding founders and investors to scale, sell, or buy businesses with confidence and clarity

Sam Penny, strategic business coach and exit planning expert, seated outdoors in a relaxed pose, guiding founders and investors to scale, sell, or buy businesses with confidence and clarity

Hi, I'm Sam Penny
Podcast host, keynote speaker, mentor

I’m an adventurer, keynote speaker, and mentor. I’ve swum the English Channel in winter, completed an Ice Mile, and built and sold businesses. Through it all, one question drives me: “Why’d you think you could do that?”