Track #8: Megan Maguire – Embracing the Chaos in Agency Life and Entrepreneurship

Megan Maguire left a Senior VP gig at a major agency to start her own thing in 2024. “Probably crazy,” she admits. But also? No regrets.

We talk about the stuff LinkedIn won’t let you say out loud: the daily anxiety of betting on yourself, why her house painter uncle’s “there’s only one way to paint a house” philosophy shaped her entire career, and how she became the self-proclaimed Lobster Queen of Martha’s Vineyard (five-pounders in an hour, baby).

Megan keeps it real about agency politics, the myth of linear success, and choosing your own flavor of crazy as a founder. 
Plus, the restaurant-to-marketing pipeline remains undefeated on this show.

Fair warning: if you’re thinking about making a leap, this one might be the nudge you need.