Luisa shares what it was like headlining her own show at the New York Comedy Club for the New York Comedy Festival — complete with coworkers in the front row — and a weekend opening for comedian Jeff Arcuri that left her inspired and exhausted in equal measure.

Meanwhile, Hilary Duff’s new single “Mature” has arrived, and Daniel and Luisa are unpacking every detail. From how we measure expectations for different pop artists to why some songs just feel right for certain people, this episode covers what works about Hilary’s new release and what leaves us wanting more. "It's a grower not a shower!"

Drafts from the Uber include talking about how we used to write cryptic Facebook statuses with song lyrics, oversharing on Twitter, and Daniel’s long-overdue plan to dig through his Instagram archive.

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You can find and watch all previous episodes here: https://youtube.com/playlist?list=PLSJN2UhlVX8WX6-xO7MrZ-zdtrVGJrDKW&si=U_RLuoQk8ELYEHf5

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About Should We Leave??

Should We Leave?? is a comedy podcast about knowing when to ghost the group chat, Irish exit the party, or lean into what actually brings you joy. Hosted by two best friends navigating their 30s in New York City, each episode unpacks pop culture, personal chaos, and the everyday moments that make you wonder: Should I stay... or should I leave? With new recurring segments, unfiltered opinions, and Notes-app confessions, it’s the podcast for anyone who loves a good time—but loves leaving even more.