Ep 29 - John and Emily O'Brien

Emily O’Brien’s story is a rare, raw example of redemption and resilience. At age 25, she was caught smuggling cocaine and was later convicted—receiving a four-year prison sentence.

During her time behind bars, something unexpected happened: she noticed popcorn was one of the few treats that brought people together in confinement. With limited spices—lemon pepper, dill—she began experimenting. That simple idea grew into Comeback Snacks, which she officially launched after her parole in 2018, with a mission to fight stigma, hire formerly incarcerated people, and build hope one bag of popcorn at a time.

Today, Emily’s brand is stocked in hundreds of outlets across Canada and the U.S. She employs people who have criminal records, works to shift public perception, and speaks about never letting your past define your future.

Joining Emily O’Brien in studio is her father, John O’Brien — an accomplished executive, strategic advisor, Catholic leader, and mountaineer… but more importantly, a dad who’s walked through fire with his child and stood beside her every step of the way.

John is currently the Chief Financial Officer of the Roman Catholic Diocese of St. Catharines, and the founder of O’Brien Strategic Services, a consulting practice that supports Catholic organizations across North America. He spent over three decades with the Diocese of Hamilton, overseeing everything from cemeteries to insurance, while also mentoring new executives in the often complex world of religious governance.

Follow Emily on Instagram @emz.obrien

This episode was sponsored by Matthew Stevenson Insurance.
Website: https://matthew-stevenson.ca/#work

This episode's Dad Jokes Sponsor is Spicer Landscaping and Snow Removal.

The Clothing and Swag Sponsor of the show is OneBone Clothing.