Caitlin O'Neill
Heartbreak Hotel
Modern love. Messy stories. Real advice. Check in every Wednesday with Caitlin Erin O’Neill and a new guest. Heartbreak Hotel: Enjoy your stay.
Author
Caitlin O'Neill
Category
Podcast website
Latest episode
Jan 7, 2026
Where to listen?
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Episodes
I Thought America Idol Would End My Career | Sophie Powers 07.01.2026 34:12
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 about her career, relationships, and the lessons she’s learned along the way. New episodes of Heartbreak...
Gentle Parenting Men & Cancelling an LDS Engagement at 21 24.12.2025 45:49
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 boyfriends to navigating modern dating as a funny woman, this episode covers religion, relationships,...
How to Cast a Love Spell From a Witch | Mia Magik 17.12.2025 1:04:56
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 to yourself shapes the love that you attract. This episode offers grounded, actionable ways to shift you...
Eric Wei Interview: Money, Ambition, and Finding Yourself in Your 20s 19.11.2025 1:23:19
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 anxiety as excitement • Scarcity vs. abundance mindset • Healing your relationship with success • How you...
Delulu 101 with Ryan Lu 12.11.2025 1:12:11
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 it means to believe in yourself when no one else does. Ryan's Instagram: https://www.instagram.com/e.mo...
What Psychics, Ghosts, and Dating Apps Have in Common 09.10.2025 1:02:41
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 little spooky, a little romantic, and very Heartbreak Hotel. Follow Tim : https://www.instagram.com/_timothy...
How To Approach Women Without Being Weird | Heartbreak Hotel 02.10.2025 1:02:59
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 unique dating scene. Steven also opens up about heartbreak, moving on after a long-term relationship, and t...
How To Get The Girl In One Sentence | Heartbreak Hotel 24.09.2025 1:02:59
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 opens up about heartbreak, moving on after a long-term relationship, and the surprising places he’s found...
How To Scientifically Make Someone Fall In Love With You From A Neuroscientist | Heartbreak Hotel 30.07.2025 51:47
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 the neuroscience principles behind love and attraction. P.S. She's currently applying to MD/PhD programs...
How To Win A Dancer’s Heart | Heartbreak Hotel 17.07.2025 38:09
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: http://bit.ly/4jXECZsFollow Caitlin: https://bit.ly/4gHGVNlFollow Olivia: https://bit.ly/40TlsfiShot and Edit...
Confessions of a Semi-Pro Streamer | Heartbreak Hotel 13.06.2025 40:25
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: http://bit.ly/4jXECZsFollow Caitlin: https://bit.ly/4gHGVNlFollow Luvstruck: https://bit.ly/43IQAAdShot and Edi...
Loving Someone Who Doesn’t Exist | Heartbreak Hotel 28.05.2025 1:21:11
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 the world mislabels you, and how she found clarity on the other side of chaos. TIMESTAMPS00:00 – Welcome...
Why Do Men Lie | Heartbreak Hotel 14.05.2025 48:52
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 – Becoming a DJ + TikTok series2:05 – Exploring sexuality and feminine/masc style4:52 – Coming out in hi...
Roommates, Red Flags, and 4 Cats | Heartbreak Hotel 30.04.2025 1:08:17
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 Follow Caitlin: https://bit.ly/4gHGVNl Follow Sydney: https://bit.ly/42MJiLn Shot and Edited by Pixl S...
How to Find Out Everything He’s Hiding | Heartbreak Hotel 30.04.2025 1:08:17
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: http://bit.ly/4jXECZs Follow Caitlin: https://bit.ly/4gHGVNl Follow Sydney: https://bit.ly/42MJiLn Shot and Edited...
How to Bag a Baddie with Men’s Texting Coach Grand Cam | Heartbreak Hotel 24.04.2025 1:31:57
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 podcast: http://bit.ly/4jXECZsFollow Caitlin: https://bit.ly/4gHGVNlFollow Coach Grand Cam: https://bi...
This Is What Happens When You Break a Songwriter’s Heart | HH #14 | Lily Brooks O'Briant 05.04.2025 57:55
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: https://bit.ly/3YmSKCjShot and Edited by Pixl Saucehttps://bit.ly/3QiSTSL
We found the ‘9pm on a friday’ girl on OUR SHOW | HH #13 - Sami Brielle 08.03.2025 37:31
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 flags, and the absolute worst DM Sami has ever received. Plus: The art of fake confidence, surviving high...
I Accidentally Made My Ex Famous… | Heartbreak Hotel #12 - Tim Kennedy 01.03.2025 59:47
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
God Caused Their Breakup? | Heartbreak Hotel #11 22.02.2025 1:19:37
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: https://bit.ly/4gHGVNlFollow Dylan: https://bit.ly/3D4RjkuShot and Edited by Pixl Saucehttps://bit.ly/3QiSTSL
He CAN’T STOP Flirting With Me | Heartbreak Hotel #10 16.02.2025 59:41
"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 Saucehttps://bit.ly/3QiSTSL
What is the Mission? Crimes & Confessions with Andrés Zannelli 25.01.2025 50:20
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
Mercedes Blanche Speaking Straight Facts for 41 Minutes // Heartbreak Hotel Ep 8 15.12.2024 41:19
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: https://www.instagram.com/caitlinerinoneill Shot and Edited by Pixl Sauce https://www.pixlsauce.com
Mercedes Blanche Speaking Straight Facts for 41 Minutes 15.12.2024 41:19
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: https://www.instagram.com/caitlinerinoneill Shot and Edited by Pixl Sauce https://www.pixlsauce.com
Watch This If You Don't Want To Be Single Anymore : Mitchell Kennard Francis & Taylor Winks 01.12.2024 1:10:42
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.
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