Wesley Morris is the only writer in history to win the Pulitzer Prize for Criticism twice - once in 2012 at The Boston Globe and again in 2021 at The New York Times, where he serves as Critic at Large. A Yale-educated Philadelphia native, Morris writes about film, music, race, and American identity with a voice that is simultaneously playful and incisive. He co-hosted the NYT podcast Still Processing for six years, launched Cannonball in June 2025, and runs a Substack newsletter. His work stands at the intersection of entertainment and cultural politics, making him one of the most respected voices in American criticism.
Heather Havrilesky is an American advice columnist, culture writer, and author best known for her wildly popular 'Ask Polly' column, which began at The Awl in 2012, moved to New York magazine's The Cut in 2014, and migrated to Substack in 2021 where it has amassed over 100,000 subscribers. Writing with unflinching emotional honesty and a distinct all-caps intensity, she dismantles myths of American success, explores the paradoxes of modern love, and reassures readers that being a walking tangle of contradictions is not just acceptable but very human. She is also the author of four books, including the New York Times bestseller 'How to Be a Person in the World' and 'Foreverland: On the Divine Tedium of Marriage,' named a Best Book of 2022 by The New Yorker.