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Heartbreak Hotel

Author: Caitlin O'Neill

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Modern love. Messy stories. Real advice.

Check in every Wednesday with Caitlin Erin O’Neill and a new guest.

Heartbreak Hotel: Enjoy your stay.
34 Episodes
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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 the most beautiful women in the world.
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
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 school bullies, and why no one needs to last an hour in bed. Seriously.Follow the podcast: http://bit.ly/4jXECZsFollow Caitlin: https://bit.ly/4gHGVNlFollow Sami: https://bit.ly/4bEKjYrShot and Edited by Pixl Saucehttps://bit.ly/3QiSTSL
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/4jXECZsFollow Caitlin: https://bit.ly/4gHGVNlFollow Tim: https://bit.ly/3Db4XCQShot and Edited by Pixl Saucehttps://bit.ly/3QiSTSL
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
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
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
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.
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.
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: https://www.instagram.com/caitlinerinoneill/ Caitlin's TikTok: https://www.tiktok.com/@caitlinerinoneill?lang=en Shot and Edited by Pixl Sauce https://www.pixlsauce.com Produced by Lokii Reis
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.
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: https://www.tiktok.com/@directedbybrini?_t=8WaQLUixi4R&_r=1Caitlin's Instagram: https://www.instagram.com/caitlinerinoneill/?hl=enCaitlin's TikTok: https://www.tiktok.com/@caitlinerinoneill?_t=8k3d2g96qze&_r=1 Shot and Edited by Pixl Sauce https://www.pixlsauce.com
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
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 Hotel every week. Enjoy your stayy Listen to Spiderwebs: https://www.youtube.com/watch?v=2DV8vMaS7Wg Follow Sophie: https://www.instagram.com/sophiep0wers/ Follow Caitlin: https://www.instagram.com/caitlinerinoneill/
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, marriage pressure, and why being “funny” isn’t the same as trying to be funny.
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 your energy, raise your standards, and attract love that actually feels good. Follow Mia: https://www.instagram.com/miamagik/?hl=en Buy Mia's Book: https://miamagik.com/book/ Follow Cait: https://www.instagram.com/caitlinerinoneill/?hl=en
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 your 20s shape your future confidence One of the most insightful interviews of the season. Follow Eric on Instagram: https://www.instagram.com/erictway Try Karat: https://www.trykarat.com
Delulu 101 with Ryan Lu

Delulu 101 with Ryan Lu

2025-11-1201:12:11

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.tions/ Stream Delulu: https://open.spotify.com/show/5HzcyoaU3FyT4zALc4m1Ob?si=49286322db4d4519 Caitlin's Instagram: https://www.instagram.com/caitlinerinoneill/
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/_timothykennedy/ HBH Shorts: https://www.instagram.com/heartbreakhotelpod
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 the surprising places he’s found the most beautiful women in the world. As always, thanks for checking in! Steven's Instagram: https://www.instagram.com/thesteventylerr/ Caitlin's Instagram: https://www.instagram.com/caitlinerinoneill/
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