Sunday Questions the Podcast

Cailin Bracken
  • 4.8 (24)
  • Mental Health
  • Updated Weekly

A conversational advice column featuring compelling and lighthearted discussions about mental health, spirituality, relationships, personal growth, and wellness.

  1. 04/20/2025

    Lessons on Love: Patterns, Precedents & Partnership

    In this episode of the Sunday Questions, Cailin shares her personal insights on relationships: what helps them grow, where things can get tricky, and how we learn about ourselves through them. She talks through 10 key lessons from her two-year relationship with Sam, touching on communication, admiration, and the quiet ways we shape dynamics over time. From emotional loans to setting healthy precedents, this episode explores the small patterns that make a big difference.

    47 min
  2. Writing, Purpose & Presence: Lilly Drury on Joy, Hard Work, and Building a Meaningful Life

    04/13/2025

    Writing, Purpose & Presence: Lilly Drury on Joy, Hard Work, and Building a Meaningful Life

    This week on Sunday Questions, Cailin is joined by friend, songwriter, and former division one lacrosse player Lilly Drury for a conversation on purpose, presence, and the quiet power of hard work. Conversations span from the role of writing as a lifelong practice and the importance of self-talk, to how we can reconcile suffering every day. Lilly shares why vulnerability builds connection, how hobbies can ground us, and what it really means to build a meaningful life.

    1h 38m

  3. 03/30/2025

    Ask a Clinical Psychologist: Expert Mental Health Insights with Dr. Bradley Frank

    In this episode, Cailin sits down with Clinical Psychologist and author Bradley Frank, PhD, for a heartfelt and insightful Q&A on all things mental health and life guidance. From navigating grief and mending strained family relationships to embracing your authentic self in your 20s, we cover it all. Brad shares actionable advice and compassionate wisdom to help you heal, grow, and live unapologetically. Whether you're seeking guidance or simply curious about the journey to emotional well-being, this conversation is one you won't want to miss.

    1h 26m

  4. 03/23/2025

    Q&A: Relationships, OCD, and Combatting Codependence ft. Sam Frank

    In today's episode, Sam joins Cailin for part two of their previous episode - but today, they're answering questions from listeners on things ranging from rejection, to maintaining your independence in a relationship, to the impact of OCD on a relationship. Enjoy, and happy Sunday!

    1 hr

  5. 03/16/2025

    Difficult Moments in our 20s ft. Sam Frank

    In today's episode, Cailin is joined by her boyfriend, Sam, to discuss the phase of life and their relationship that they're in right now. They break down the most difficult conversations they've had throughout their relationship, and Sam shares the habits that he's built to support himself during a season of uncertainty. Disclaimer that the word "universe" might actually be used over 100 times in this episode. We love you!

    54 min

  6. 03/09/2025

    10 Lessons I've Learned in Corporate America

    In today's episode, Cailin discusses 10 lessons she's learned in corporate America. Topics include: leaving a role gracefully, how to get an interview, navigating difficult situations and uncomfortable conversations with coworkers, and how to advocate for yourself in the workplace.

    1 hr

  7. 03/02/2025

    We're Back! Life Updates & Q&A

    Today's episode includes life updates on Cailin's career and an exciting new pivot, next steps in moving & what she's been up to lately. Getting into a Q&A, we break down the mindset shifts, wellness habits, and personal growth strategies that actually help, instead of overwhelm in the new year. This episode is full of advice for people in their twenties and anyone who is interested in self-development with topics including new years resolutions, supporting a struggling sibling, and best advice for second-semester seniors in college. Thank you for being here, I love you!

    59 min

  8. 11/24/2024

    Addiction, Recovery, Compulsive Perfectionism & Living Your Truth with Elizabeth Pearson

    What a treasure it is to be present to Elizabeth's wisdom and honesty in this hour. With great candor and compassion, Elizabeth shares stories that will touch every listener, regardless of whether or not they've experienced addiction. Conversation topics range from chronic perfectionism (to the point of embellishing truths for the sake of being "enough"), being honest with yourself about what you want, religion's role in life and recovery, and the 2024 NYC Marathon.

    1h 15m
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4.8
out of 5
24 Ratings

About

A conversational advice column featuring compelling and lighthearted discussions about mental health, spirituality, relationships, personal growth, and wellness.

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