In today's episode, Cailin recaps the days leading up to the 2023 New York City Marathon, the race itself, and answers listener questions about training, racing logistics, gear, and general motivation.

In this episode, Cailin recounts the five lessons she learned from training for the 2023 New York City marathon. From transitioning to eating animal based protein for recovery, to overcoming limiting beliefs about hard work, and the importance of finding your "why."

In today's episode, the creator of one of Cailin's favorite TikTok series "This Week in 20-Something-Hood" joins Sunday Questions to talk about his creative process, sobriety, the grief of losing a friend, vulnerability as a man, and the inspirations behind the content he's creating. This is not one to miss!

In today's episode, Cailin talks about the lessons she's learned over the past few weeks of experiencing life in full. The conversation spans hopes and dreams, appreciating where you are while you're there, coping with grief, finding community, and living alongside the paradoxes inherent in life.

In today's episode, Cailin talks about how the pressure to interpret a "gut feeling" or "tap into your intuition" is unproductive for people who experience anxiety. In this conversation, Cailin covers learning to live alongside uncertainty in a relationship, the power of feelings, and why the term "gut feeling" has taken on an inaccurate, confusing definition.

In today's episode, Cailin responds to listener write-ins for another Sunday advice session. Complete with an unnecessarily long life update to kick off the episode, this conversation covers all things ranging from long distance relationship tips to dealing with imposter syndrome, work life balance, dating, small talk, and finding your authentic self in college.

In today's special episode, Cailin is sharing the most raw account of her mental health journey to date in an interview with filmmaker Jay Devore at the Release Recovery office in New York City, filmed this past spring. Unedited and with video footage, this episode covers Cailin's story of mental health from being a young athlete, to depression, all the way to the unheard aspects of her sobriety and how she found her own self development journey along the way.

Thank you to Jay Devore, Grace Adams, Johnny Zhang and the team at Release Recovery for this beautiful archive of growth.

In today's episode, Cailin's back with a solo episode filled with life updates from her summer, feelings about being back at school for her senior year of college, and some exciting career news. Topics include: processing overwhelm and communicating through change, being selective with the "yes's" you give out when you're in a transitory period, understanding how full you like your plate to be, utilizing your weekends, and Cailin's personal favorite concept, The Cubby Audit.

In today's episode, Cailin interviews a dream guest of her's: Sarah Levy, author of Drinking Games. Part memoir and part social critique, Drinking Games is about how one woman drank and lived— and how, for her, the last drink was just the beginning. On paper, Sarah Levy’s life was on track. She was 28, living in New York City, working a great job, and socializing every weekend. But Sarah had a secret: her relationship with alcohol was becoming toxic. And only she could save herself.Drinking Games explores the role alcohol has in our formative years, and what it means to opt out of a culture completely enmeshed in drinking. It’s an examination of what our short-term choices about alcohol do to our long-term selves and how they challenge our ability to be vulnerable enough to discover what we really want in life.

In today's episode, Sarah and Cailin cover telling your sobriety story, red flags in your relationship with alcohol, sober dating, growing out of dishonesty, and creating a sobriety toolkit.