Reasonably Happy
Reasonably Happy with Paul Ollinger
Mass Hole Donuts co-founder Peter Gladstone
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Mass Hole Donuts co-founder Peter Gladstone

This episode is about working for fun, love, and legacy. Peter Gladstone is the Co-founder of Mass Hole Donuts, bakers of gourmet donut holes that celebrate the people, traditions, and spirit of Boston and Massachusetts. After 20 years in consumer marketing with companies like Gillette, P&G, and the Boston Beer Company (aka, Sam Adams), Peter retired and is now building Mass Holes because, he says, it’s fun, and he wants to contribute to the culture of his hometown. When he’s not establishing his Boston institutions, he is a Senior Advisor at the Harvard Innovation Labs where he advises consumer-facing ventures. Peter and I (Paul, host of show and writer of notes) were classmates at Dartmouth’s Tuck School of Business. That is where I developed my appreciation for his creative mind and wacky and wicked good sense of humor. We talk about the difference between working to pay your bills and working on a passion project, the role of humor in the corporate world, how he and his team survived pandemic, and how he defines success now that he has “enough.” 

✍🏽 Read Paul’s Substack here. ✍🏽

🎤 See Paul’s upcoming comedy shows here. 🎤

🍩Visit Mass Hole Donuts website here. 🍩

🍪 See Mass Hole’s Instagram here. 🍪

Discussion about this podcast

Reasonably Happy
Reasonably Happy with Paul Ollinger
Comedian Paul Ollinger wants you to be happy but let’s not go crazy here, okay? In his new show, Reasonably Happy: the Skeptic’s Guide to Achievable Contentment (fka Crazy Money), Paul will help you find authentic fulfillment through candid conversations with comedians, authors, celebrities, and other remarkable guests who share their failures and foibles, anxiety and addiction, and their grand vision of life that keeps them pushing forward.
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Paul Ollinger