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Heartbreak Hotel

by Caitlin O'Neill

Modern love. Messy stories. Real advice.Check in every Wednesday with Caitlin Erin O’Neill and a new guest.Heartbreak Hotel: Enjoy your stay.

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Episodes

  1. I Thought America Idol Would End My Career | Sophie Powers

    Sophie Powers checks into Heartbreak Hotel to talk about her American Idol moment, dating apps, masculinity, red flags, and what it really takes to find confidence in the music industry. From testing masculinity on first dates to navigating fame, fashion, and creative identity, Sophie opens up...

  2. Gentle Parenting Men & Cancelling an LDS Engagement at 21

    What happens when you grow up Mormon… and then become a comedian? In this Heartbreak Hotel episode, Tyler Bender breaks down how her LDS upbringing influenced her relationships, dating choices, and sense of humor - including getting engaged at 21 and calling off the wedding. From gentle parenting...

  3. How to Cast a Love Spell From a Witch | Mia Magik

    In this episode of Heartbreak Hotel, Cait checks in with author and witch Mia Magik to talk about the most powerful love spell of all: learning how to feel safe within yourself. They unpack dating patterns, inner-child healing, boundaries, masculine and feminine energy, and why the way you talk…

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  4. Eric Wei Interview: Money, Ambition, and Finding Yourself in Your 20s

    Eric Wei joins Cait to unpack how money trauma shapes dating, why ambitious people struggle in relationships, and how to rebuild your identity when you’ve tied it to achievement for too long. This episode covers: • Financial green flags & emotional red flags • Misattribution theory & reframing...

  5. Delulu 101 with Ryan Lu

    Can you really manifest your dream partner? Ryan Lu says yes - if you’re delusional enough. This episode explores the magic of manifestation, the dark side of LA, and the emotional cost of chasing your dreams. Check into Heartbreak Hotel this week to hear about love, hustle, heartbreak, and what…

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  6. What Psychics, Ghosts, and Dating Apps Have in Common

    The Heartbreak Horror Night Duo reunites for an October special complete with ghost stories, psychic confessions, and dating app red flags. Caitlin Erin O'Neill (me!) and Tim Kennedy talk EMF readers, the haunted doll that made Caitlin scream, and how energy (and bad exes) tend to linger. A…

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  7. How To Approach Women Without Being Weird | Heartbreak Hotel

    Welcome back to Heartbreak Hotel, Season 2! Host Caitlin Erin O’Neill (that's me!) welcomes guest Steven Tyler to break down the unwritten rules of dating. This week, we'll cover everything from how to approach women with confidence, to spotting red flags, to the pressures of navigating LA’s…

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  8. How To Get The Girl In One Sentence | Heartbreak Hotel

    This week on Heartbreak Hotel, Caitlin Erin O’Neill welcomes guest Steven Tyler to break down the unwritten rules of dating. They cover everything from how to approach women with confidence, to spotting red flags, to the pressures of navigating LA’s influencer-driven dating scene. Steven also…

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  9. How To Scientifically Make Someone Fall In Love With You From A Neuroscientist | Heartbreak Hotel

    Nuala is cool, intelligent, accomplished, beautiful, driven, a recent graduate from the University of Rochester with a B.S. in Neuroscience, oh and did I mention she's my little sister? Pour yourself a glass of grape juice and hang out with us for 50 minutes while she educates the world on all…

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  10. How To Win A Dancer’s Heart | Heartbreak Hotel

    Olivia Alboher has one rule: don’t date other dancers. But what begins as a boundary turns into a conversation about heartbreak, reputation, and the silent ways we try to keep our lives from colliding. A tender episode about work, love, and the blurry line between them.Follow the podcast:...

  11. Confessions of a Semi-Pro Streamer | Heartbreak Hotel

    Luvstruck shares how she went from grinding Fortnite 14 hours a day to finding balance, purpose, and a love for the outside world. Caitlin and Luvstruck reflect on growing up online, career burnout, and the difference between gaming with someone—and really connecting.Follow the podcast:...

  12. Loving Someone Who Doesn’t Exist | Heartbreak Hotel

    Frenchi thought she was in love. They lived together, shared a life, and talked about forever—until a single conversation revealed a reality she never saw coming. In this episode, she opens up about finding out the truth while her partner was in a coma, what it means to reclaim your story when…

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  13. Why Do Men Lie | Heartbreak Hotel

    Why lie? Ariel Bray reflects on her journey in LA, the differences between dating men & women, and the consequences of the truth coming out too late.👇 TIMESTAMPS0:00 – The pressure to have it all figured out0:45 – Welcome to Heartbreak Hotel1:09 – Moving to LA & surviving the chaos1:38 –…

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  14. Roommates, Red Flags, and 4 Cats | Heartbreak Hotel

    Sydney Chambers is back on the podcast this week to walk us through her full forensic phone sweep — from Reddit to Instagram link history. Caitlin is horrified, impressed, and maybe taking notes. If you're not checking Discord, are you even investigating? Follow the podcast: http://bit.ly/4jXECZs...

  15. How to Find Out Everything He’s Hiding | Heartbreak Hotel

    Sure, the men are trash. But Caitlin and Sydney have snacks, inside jokes, and a mutually agreed-upon crash out schedule. This episode is for the girlies choosing chaos together — because if you’re going to lose your mind, might as well do it with your best friend. Follow the podcast:...

  16. How to Bag a Baddie with Men’s Texting Coach Grand Cam | Heartbreak Hotel

    Being nice won’t save you—it’ll bore her to death. On this week’s Heartbreak Hotel, professional texting Coach Grand Cam shares why playing it safe never works, what “respectfully unhinged” looks like, and how to turn off the polite version of you that’s getting ghosted on the regular.Follow the...

  17. This Is What Happens When You Break a Songwriter’s Heart | HH #14 | Lily Brooks O'Briant

    Can a breakup text turn into a viral hit? It did for Lily Brooks O’Briant. She joins Caitlin at Heartbreak Hotel to talk songwriting, dating red flags, and why sometimes you just have to name names.Follow the podcast: http://bit.ly/4jXECZsFollow Caitlin: https://bit.ly/4gHGVNlFollow Lily:...

  18. We found the ‘9pm on a friday’ girl on OUR SHOW | HH #13 - Sami Brielle

    Men in their 30s are still posting thirst traps, frat boys have the emotional depth of a puddle, and someone just offered Sami Brielle money to tickle her feet. The internet is a lawless place, and we’re here to investigate. Join us as we roast bad dating habits, questionable relationship red...

  19. I Accidentally Made My Ex Famous… | Heartbreak Hotel #12 - Tim Kennedy

    One minute you’re dating, the next they’re a full-blown influencer. How did we get here, and is it too late to delete their career? Follow the podcast: http://bit.ly/4jXECZs Follow Caitlin: https://bit.ly/4gHGVNl Follow Tim: https://bit.ly/3Db4XCQ Shot and Edited by Pixl Saucehttps://bit.ly/3QiSTSL

  20. God Caused Their Breakup? | Heartbreak Hotel #11

    Nothing says “I’m over it” like spending an entire savings account on a girl just to be told the Lord prefers her single. Join us for tequila shots, trauma bonding, and the exact guide to restaurants that guarantee ghosting.Follow the podcast: http://bit.ly/4jXECZsFollow Caitlin:...

  21. He CAN’T STOP Flirting With Me | Heartbreak Hotel #10

    "Russian dance moves = instant rizz?" Dillon thinks so. Also, should you ever check your partner’s phone? Probably not, but let’s argue about it anyway. Follow the podcast: http://bit.ly/4jXECZs Follow Caitlin: https://bit.ly/4gHGVNl Follow Dillon: https://bit.ly/40ZkM7wShot and Edited by Pixl...

  22. What is the Mission? Crimes & Confessions with Andrés Zannelli

    Check into Heartbreak Hotel with Andrés Zannelli & Caitlin Erin O'Neill for a New Year's Eve filled with shots, stories, and bank heists. Follow Andrés on Insta @andreszannelli

  23. Mercedes Blanche Speaking Straight Facts for 41 Minutes // Heartbreak Hotel Ep 8

    Actress Mercedes Blanche joins Caitlin Erin O'Neill on Heartbreak Hotel to drop some insane stories about past relationships, and everything she's learned from those experiences. Mercedes' Instagram: https://www.instagram.com/mercedes.blanche/ Caitlin's Instagram:...

  24. Mercedes Blanche Speaking Straight Facts for 41 Minutes

    Actress Mercedes Blanche joins Caitlin Erin O'Neill on Heartbreak Hotel to drop some insane stories about past relationships, and everything she's learned from those experiences. Mercedes' Instagram: https://www.instagram.com/mercedes.blanche/ Caitlin's Instagram:...

  25. Watch This If You Don't Want To Be Single Anymore : Mitchell Kennard Francis & Taylor Winks

    Joining Caitlin Erin O'Neill this week for a very special episode of Heartbreak Hotel: meet our producer, Mitchell Kennard Francis and his fiancée, actress Taylor Winks.

  26. Makenzie Raine: Dated WHO?!

    19 year old Actress, Model, and Streamer Makenzie Raine checks into Heartbreak Hotel with Caitlin Erin O'Neill for Episode 6 to share her experiences with these LA men, and give advice to Heartbreak Hotel viewers with questions about their dating lives.

  27. Madi Collins: Girl Talk, Step Sis Edition // Heartbreak Hotel Ep 5

    Meet Madi Collins - checking into Heartbreak Hotel with Caitlin Erin O'Neill this week to open up about her previous relationships, life in Los Angeles, and to drop some insane work stories. Madi's Instagram: https://www.instagram.com/madicollinsxx Caitlin's Instagram:...

  28. Madi Collins: Girl Talk, Step Sis Edition

    Meet Madi Collins - checking into Heartbreak Hotel with Caitlin Erin O'Neill this week to open up about her previous relationships, life in Los Angeles, and to drop some insane work stories. Madi's Instagram: https://www.instagram.com/madicollinsxx Caitlin's Instagram:...

  29. Emma Norton: Public Relationships, Tattoos, & Bang Prevention

    Emma Norton checks into Heartbreak Hotel with Caitlin Erin O'Neill for the best episode yet covering everything from public relationships, tattoos, and the casual post-breakup hair change.

  30. Sabrina Lassegue: Undercooked Men & Stalkers // Heartbreak Hotel Ep 3

    From cheaters and stalkers to undercooked men - 23 year old actress, director, boxer, producer, model, and writer Sabrina Lassegue checks into Heartbreak Hotel this week to tell all about life in Los Angeles. Sabrina's Instagram: https://www.instagram.com/sabrinalasagna/?hl=en Sabrina's TikTok:...

  31. Sabrina Lassegue: Undercooked Men & Stalkers

    From cheaters and stalkers to undercooked men - 23 year old actress, director, boxer, producer, model, and writer Sabrina Lassegue checks into Heartbreak Hotel this week to tell all about life in Los Angeles. Sabrina's Instagram: https://www.instagram.com/sabrinalasagna/?hl=enSabrina's TikTok:...

  32. Ellie Blue: Runway Model and Church Pastor // Heartbreak Hotel Ep 2

    Meet Ellie Blue, the Runway Model in school to become a Pastor. Check into Heartbreak Hotel with Caitlin Erin O'Neill this week to hear about Ellie's experiences with her faith, work, and men. Shot and Edited by Pixl Sauce https://www.pixlsauce.com

  33. Ellie Blue: Runway Model & Church Pastor

    Meet Ellie Blue, the Runway Model in school to become a Pastor. Check into Heartbreak Hotel with Caitlin Erin O'Neill this week to hear about Ellie's experiences with her faith, work, and men.

  34. Sydney Chambers: Toxic Relationships & Professional Athletes

    Sydney Chambers checks into Heartbreak Hotel with Caitlin Erin O'Neill this week to tell all about her most toxic relationships, experiences with professional athletes, and the infamous "hey girly" DMs Shot and Edited by Pixl Sauce https://www.pixlsauce.com

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ABOUT THIS SHOW

Modern love. Messy stories. Real advice.Check in every Wednesday with Caitlin Erin O’Neill and a new guest.Heartbreak Hotel: Enjoy your stay.

HOSTED BY

Caitlin O'Neill

Frequently Asked Questions

How many episodes does Heartbreak Hotel have?

Heartbreak Hotel currently has 34 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.

What is Heartbreak Hotel about?

Modern love. Messy stories. Real advice.Check in every Wednesday with Caitlin Erin O’Neill and a new guest.Heartbreak Hotel: Enjoy your stay.

How often does Heartbreak Hotel release new episodes?

Heartbreak Hotel has 34 episodes. Check the episode list to see recent publication dates and frequency.

Where can I listen to Heartbreak Hotel?

You can listen to Heartbreak Hotel on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.

Who hosts Heartbreak Hotel?

Heartbreak Hotel is created and hosted by Caitlin O'Neill.
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