Three-time Emmy-nominated writer, director, and producer Ryan Cunningham joins Sarah to talk about building a creative life that embraces mess, momentum, and meaning. From her work on Broad City to her award-winning indie film Lone Wolves, Ryan shares how neurodivergence shapes her process—and why juggling multiple projects might actually be her secret weapon.
We get into the myth of “clever” writing, how to make space for honesty in your work, and what it means to pursue storytelling that’s equal parts heart and hustle.
If you’re a multi-hyphenate with big ideas and a cluttered desktop, this one’s for you.

From giving TED Talks as a teen to debuting an off-Broadway one-woman show, writer, performer, and cultural icon Ruby Karp has spent a lifetime in the spotlight, and she’s got the stage presence (and battle scars) to prove it. In this hilarious and unfiltered episode, Ruby joins me to talk about her show I Don’t Trust Adults, growing up on the internet, finding her comedic voice, and navigating public life with grit, grace, and a lot of oversharing.
We get into:

• What it really takes to build a career in entertainment
• Bombing on stage and why it’s essential
• Social media burnout and being “seen” in the age of TikTok
• The awkward glory of being a gifted, cringey kid
• The tension between ambition and actual joy
• Why comedy might be the most honest form of healing

This episode is part girl talk, part masterclass, and entirely delightful. If you’ve ever questioned your path, hated your press photo, or secretly hoped your ex sees your reel, this one’s for you. For whatever it’s worth, I couldn’t adore Ruby more, and I can’t wait to see how far her stardom takes her. She’s full of talent, and already a seasoned entertainment veteran.

What starts as a mezcal-fueled bar crawl in the West Village turns into a full-fledged business. In this episode, we sit down with Noah Sinkoff and Raf Ayala, co-founders of Conozco, a premium canned mezcal cocktail brand launching its first flavor. We crack open a can from their inaugural production run, talk through the realities of self-funding while working full-time, and explore what it really takes to launch a brand rooted in craft, culture, and connection. From customs issues to label redesigns to big dreams for the future, this is a mezcal startup story worth sipping on.