Why is it that when we die we leave a document that gives away all our stuff, but not our values, our beliefs, or our personality? Rabbi Steve Leder comes on the show to talk how to write an ethical will, why it should become a cultural tradition, and his new book 'For You When I Am Gone.' 

She writes with Kanye, she navigates the wilds of the Los Angeles music and party scenes, she sings her face off, and she finally feels like she knows what she wants to say. This is Cailin Russo, and we talk about her upcoming Album, being the only girl in Kanye's writing sessions, and how to be *very* online without losing yourself. 

This special episode is an interview I did with my agent Bryan Norman. He is a seasoned literary agent and knows every nook and crack of the book business. If you are a writer, or want to be, and wonder how to be noticed and get published, give this a listen. This audio is originally from an Instagram Live I did with him, so forgive the audio quality. I had to make this an episode because the content is just that helpful. It's required listening if you want to break into the world of authortown. 

Jack Garratt tells me how the music industry works, how record deals work, how to survive the pressure of success and expectations, and why old people music doesn't sound good... to me. 

What is a deconstructed Christian? If the church has hurt me, why shouldn't I just chuck it all out? What happens when we don't integrate our past into our future? I talk with pastor Brit Barron about faith and what remains when we outgrow old ways of thinking. 

The title says it all. Griffin is an actor (you've seen him on The Flight Attendant, Dear White People, and Ballers), a playwright, a singer, an activist, a husband, a dad, and a life long friend. He's always been one step ahead of me, or ten. And he's always been my funniest teacher. He also basically tells me step-by-step how to foster a kid. Did you know it's free? Enjoy. 

What if I don't get the love I want? When will it happen for me? What if I don't have time for a family? Am I making enough space for love? Can I raise a kid alone? Should I adopt? These juicy questions guide my conversation with Connie Britton, my reluctant life coach who I hate. 

How does a secular person think about death? How do you grieve the loss of a parent when there?s no hope of seeing them again? How do you find meaning or beauty in a world without God? Author Sasha Sagan talks about losing her father, Carl Sagan, and what her parents taught her about grief and love and legacy. 

What does it mean to feel like we have an intimate relationship with writers and podcasters and internet personalities? How does we curate our online personae and what does that say about who we are? What happens when a writer steals your idea? What is dopamine fasting and why should we all be doing it? Should Alan Watts be disqualified as a wisdom teacher because of the way his life ended? Why is Fran Lebowitz uncancellable? And when should someone be cancelled? As a writer and thinker in this modern age, Nada Alic is a delight. Process the world with us if you're nasty.

Part 2 of the best conversation. What it?s like to dress all our faves. How do you even get the call to dress Gaga for the inauguration? What happens if you screw up?? And Daniel has three pages of questions for me.

What if you don't know what you're good at? We learn the journey to creative success with the designer who has dressed Beyoncé for the Grammys and Lady Gaga for Biden's Inauguration. Daniel talks about the power of negative reinforcement, i.e. learning from trying things and disliking them. We learn about his rise to becoming the Artistic Director at Schiaparelli, the haute couture house in Paris. How he handles critics. And how he has written fake reviews of future fashion shows, imagining what a reviewer might say in his fantasies, and then moving towards that vision.

What do you say to a grieving friend? How do you process the death of a parent or a future you expected for yourself? What does spirituality look like after Evangelicalism? What is the 'baby' and what is the 'bathwater'? Ruthie is a memoirist, a speaker, and a guide for spiritual ceremonies. She's also one of my best friends. We don't always agree on the details, but we do on the heart. And she has a life story and hard-earned wisdom that continue to change my life.  

How do you find kindred friends? How do you break up with a bad friend? Is it ok to have hard conversations over text message? (hint: yes). Co-founder of Kind Campaign, Lauren Paul has spent her adult life speaking to high schools about bullying and healthy relationships. And she also happens to be my friend-group's go-to therapist. If you want some delicious advice on building community and finding boundaries, we gotchu.  

Epidemiologist and Science Communicator Jessica Rivera joins me to talk about mRNA vaccines, why people are scared of them, how to make complex medical decisions for your kids, not 'having it all' as a professional and a parent, and why we should still invite our friends with kids to parties. We also talk about what to do if you fear coming out as gay to your family and how it feels when your career choice disappoints your parents. 

Film director Jon M. Chu talks about his journey to Hollywood, making Crazy Rich Asians and In The Heights, and responds to questions like how to know if you have a calling, when to make a career leap, and how to overcome the pressure of expectations.

Welcome to season 2. Here?s a wee preview of what?s to come.

In episode 2, Jedidiah interviews his mom, asking her about their deep disagreements and what it?s like to raise a traveler.

Phillip Crosby is the real Weston. In this episode, we talk about the bike trip, our fights, psychedelics, and life after the trip.