Heartbreak Hotel
Episodes
I Thought America Idol Would End My Career | Sophie Powers
07 Jan 2026
Contributed by Lukas
Sophie Powers checks into Heartbreak Hotel to talk about her American Idol moment, dating apps, masculinity, red flags, and what it really takes to fi...
Gentle Parenting Men & Cancelling an LDS Engagement at 21
24 Dec 2025
Contributed by Lukas
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 ...
How to Cast a Love Spell From a Witch | Mia Magik
17 Dec 2025
Contributed by Lukas
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...
Eric Wei Interview: Money, Ambition, and Finding Yourself in Your 20s
19 Nov 2025
Contributed by Lukas
Eric Wei joins Cait to unpack how money trauma shapes dating, why ambitious people struggle in relationships, and how to rebuild your identity when yo...
Delulu 101 with Ryan Lu
12 Nov 2025
Contributed by Lukas
Can you really manifest your dream partner? Ryan Lu says yes - if you’re delusional enough. This episode explores the magic of manifestation, the da...
What Psychics, Ghosts, and Dating Apps Have in Common
09 Oct 2025
Contributed by Lukas
The Heartbreak Horror Night Duo reunites for an October special complete with ghost stories, psychic confessions, and dating app red flags. Caitlin Er...
How To Approach Women Without Being Weird | Heartbreak Hotel
02 Oct 2025
Contributed by Lukas
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 ...
How To Get The Girl In One Sentence | Heartbreak Hotel
24 Sep 2025
Contributed by Lukas
This week on Heartbreak Hotel, Caitlin Erin O’Neill welcomes guest Steven Tyler to break down the unwritten rules of dating. They cover everything f...
How To Scientifically Make Someone Fall In Love With You From A Neuroscientist | Heartbreak Hotel
30 Jul 2025
Contributed by Lukas
Nuala is cool, intelligent, accomplished, beautiful, driven, a recent graduate from the University of Rochester with a B.S. in Neuroscience, oh and di...
How To Win A Dancer’s Heart | Heartbreak Hotel
17 Jul 2025
Contributed by Lukas
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...
Confessions of a Semi-Pro Streamer | Heartbreak Hotel
13 Jun 2025
Contributed by Lukas
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 Luvstru...
Loving Someone Who Doesn’t Exist | Heartbreak Hotel
28 May 2025
Contributed by Lukas
Frenchi thought she was in love. They lived together, shared a life, and talked about forever—until a single conversation revealed a reality she nev...
Why Do Men Lie | Heartbreak Hotel
14 May 2025
Contributed by Lukas
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 la...
Roommates, Red Flags, and 4 Cats | Heartbreak Hotel
30 Apr 2025
Contributed by Lukas
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 i...
How to Find Out Everything He’s Hiding | Heartbreak Hotel
30 Apr 2025
Contributed by Lukas
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 girl...
How to Bag a Baddie with Men’s Texting Coach Grand Cam | Heartbreak Hotel
24 Apr 2025
Contributed by Lukas
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...
This Is What Happens When You Break a Songwriter’s Heart | HH #14 | Lily Brooks O'Briant
05 Apr 2025
Contributed by Lukas
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 fla...
We found the ‘9pm on a friday’ girl on OUR SHOW | HH #13 - Sami Brielle
08 Mar 2025
Contributed by Lukas
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...
I Accidentally Made My Ex Famous… | Heartbreak Hotel #12 - Tim Kennedy
01 Mar 2025
Contributed by Lukas
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 podc...
God Caused Their Breakup? | Heartbreak Hotel #11
22 Feb 2025
Contributed by Lukas
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 sh...
He CAN’T STOP Flirting With Me | Heartbreak Hotel #10
16 Feb 2025
Contributed by Lukas
"Russian dance moves = instant rizz?" Dillon thinks so. Also, should you ever check your partner’s phone? Probably not, but let’s argue ...
What is the Mission? Crimes & Confessions with Andrés Zannelli
25 Jan 2025
Contributed by Lukas
Check into Heartbreak Hotel with Andrés Zannelli & Caitlin Erin O'Neill for a New Year's Eve filled with shots, stories, and bank heists....
Mercedes Blanche Speaking Straight Facts for 41 Minutes // Heartbreak Hotel Ep 8
15 Dec 2024
Contributed by Lukas
Actress Mercedes Blanche joins Caitlin Erin O'Neill on Heartbreak Hotel to drop some insane stories about past relationships, and everything she's lea...
Mercedes Blanche Speaking Straight Facts for 41 Minutes
15 Dec 2024
Contributed by Lukas
Actress Mercedes Blanche joins Caitlin Erin O'Neill on Heartbreak Hotel to drop some insane stories about past relationships, and everything she's lea...
Watch This If You Don't Want To Be Single Anymore : Mitchell Kennard Francis & Taylor Winks
01 Dec 2024
Contributed by Lukas
Joining Caitlin Erin O'Neill this week for a very special episode of Heartbreak Hotel: meet our producer, Mitchell Kennard Francis and his fiancée, a...
Makenzie Raine: Dated WHO?!
14 Nov 2024
Contributed by Lukas
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 ...
Madi Collins: Girl Talk, Step Sis Edition // Heartbreak Hotel Ep 5
06 Nov 2024
Contributed by Lukas
Meet Madi Collins - checking into Heartbreak Hotel with Caitlin Erin O'Neill this week to open up about her previous relationships, life in Los Angele...
Madi Collins: Girl Talk, Step Sis Edition
06 Nov 2024
Contributed by Lukas
Meet Madi Collins - checking into Heartbreak Hotel with Caitlin Erin O'Neill this week to open up about her previous relationships, life in Los Angele...
Emma Norton: Public Relationships, Tattoos, & Bang Prevention
31 Oct 2024
Contributed by Lukas
Emma Norton checks into Heartbreak Hotel with Caitlin Erin O'Neill for the best episode yet covering everything from public relationships, tattoos, an...
Sabrina Lassegue: Undercooked Men & Stalkers // Heartbreak Hotel Ep 3
24 Oct 2024
Contributed by Lukas
From cheaters and stalkers to undercooked men - 23 year old actress, director, boxer, producer, model, and writer Sabrina Lassegue checks into Heartbr...
Sabrina Lassegue: Undercooked Men & Stalkers
23 Oct 2024
Contributed by Lukas
From cheaters and stalkers to undercooked men - 23 year old actress, director, boxer, producer, model, and writer Sabrina Lassegue checks into Heartbr...
Ellie Blue: Runway Model and Church Pastor // Heartbreak Hotel Ep 2
16 Oct 2024
Contributed by Lukas
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 ...
Ellie Blue: Runway Model & Church Pastor
16 Oct 2024
Contributed by Lukas
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 ...
Sydney Chambers: Toxic Relationships & Professional Athletes
09 Oct 2024
Contributed by Lukas
Sydney Chambers checks into Heartbreak Hotel with Caitlin Erin O'Neill this week to tell all about her most toxic relationships, experiences with prof...