The chaotic Comfort you didn’t know you needed. Hosted by two best friends who can’t stop gabbing (and wouldn’t dream of trying), this podcast dives headfirst into some off-topic tangents, opinions no one asked for, and the kind of late-night conversations that spiral in the best way possible. Whether they are talking pop culture drama, swapping personal stories, or arguing over nothing at all, these two are here to ruin your night - in the most entertaining way possible. Grab a drink, lower your expectations, and press play.
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Contact path
Public web form
Booking probability
31%
Guest openness
Selective
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Signup to Generate a PitchThe chaotic Comfort you didn’t know you needed. Hosted by two best friends who can’t stop gabbing (and wouldn’t dream of trying), this podcast dives headfirst into some off-topic tangents, opinions no one asked for, and the kind of late-night conversations that spiral in the best way possible.
Recent episodes include "Ruin Your Night - LET’S GUESS JESS!" (24 October 2026, 91 minutes), "Ruin Your Night - She would do what?" (17 October 2026, 46 minutes), and "Ruin Your Night - Who is She?" (10 October 2026, 43 minutes).
Ruin Your Night publishes roughly weekly, with episodes averaging 48 minutes across 59 episodes.
Booking probability for Ruin Your Night is 31%, and the host is rated Selective on guests. Ruin Your Night requires a Pod Score of 80 or higher. Ruin Your Night's contact route on record: public web form.
Ruin Your Night is a comedy podcast with 59 episodes published.
Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.
Ruin Your Night
Who is she? It’s Ruin Your Night! On this extra special episode Jess gets to quiz her nearest and dearest on all things Jess. Who will win? The answer might shock you! #ruinyournight #podcast #guess #whoknowsmebest...
Ruin Your Night
Good Golly it’s ruin your night? This week Jess and Caitlyn play a rousing game of who’s most likely to! Tune in and find out things that you probably will never need to know! #ruinyournight #podcast #bestfriends #chaos...
Ruin Your Night
Guess who? It’s Ruin Your Night! This week Caitlyn tests Jess’s knowledge of the celebrity variety in a fun little game of Guess. That. Celebrity! Will she get them all correct or fail miserably? Tune in to find out...
Ruin Your Night
It’s about to get real…interesting. On this episode of Ruin Your Night Jess and Caitlyn are planning their funerals. Yep you read the correctly, pretty morbid huh? We enjoyed it. #ruinyournight #podcast #funeral...
Ruin Your Night
Court is now in session! it’s Ruin Your Night! And for Jess and Caitlyn’s younger sisters it’s not just a title it’s real life. This week the younger sisters of the pod are being put on trial. Whose sentencing do you...
Ruin Your Night
I have a great idea you should check out Ruin Your Night! This week Jess and Caitlyn dive into the Shark Tank! They share ideas for products that quite frankly should never exist (unless you like them). #ruinyournight...
Ruin Your Night
Check us out here: https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039 https://www.podbean.com/pw/pbblog-#-1389e22 https://open.spotify.com/show/1CGqGJVTBYWBVHFufEhCpD Music: Like Before by Peyruis...
Ruin Your Night
I can’t hear you. It’s time to Ruin Your Night! This boozy episode devolves into chaos pretty quickly and Jess and Caitlyn do (by popular demand) the whisper challenge!!! #ruinyournight #chaos #podcast #bestfriends...
There’s no turning back it time to Ruin Your Night! On this episode Jess talks about her very eventful MCR concert, Caitlyn does an interpretative dance and they wrap it all up in a fun game of would you rather. My...
This is truly one for the books. It’s Ruin Your Night! Jess and Caitlyn are back and super chill. Tune in to hear them discuss the past couple weeks and read some lovely poetry. Grab a drink (or seven) and enjoy...
Ruin Your Night
Dale! It’s Ruin Your Night! This extra special episode brings together two people no one ever thought to bring together. You got it, It’s Pitbull and former President Abraham Lincoln. Tune in to find out what they think...
Ruin Your Night
HO HO HO, It’s Ruin Your Night! This week Caitlyn and Jess are away and have left the pod in the capable hands of some very special guests, Elfina and Santa Clause, for a very special Christmas in July episode. Hangout...
Ruin Your Night
It’s time to Ruin Your Night. Tune in to find out Caitlyn’s top 5 hottest presidents plus some other random things you probably could have gone your whole life without knowing. #ruinyournight #bestfriends #podcast...
Ruin Your Night
Don’t cross us. It’s time to Ruin Your Night! This week it’s a scorcher tune in as Jess and Caitlyn discuss their enemies of the pod. You don’t want to be on this list. #ruinyournight #podcast #enemies #chaos...
Ruin Your Night
I give it 1 star. Ruin Your Night is back. Caitlyn and Jess are diving in to some humorous 1 star reviews. Come hangout for a bit and hopefully you'll have a 5 star time! #podcast #ruinyournight #badreviews #chaos...
Episode #1
<p>It's time to Ruin Your Night! Join Caitlyn and Jess on a magical journey through their minds. Caitlyn shares...a questionable theory about a song that was popular in the 2010's, while Jess asks Caitlyn some questions...
<p>Yeah yeah yeah it's Ruin Your Night! After a brief HIATUS, Jess and Caitlyn are back and better than ever (no money back guaranteed). In this episode back the girlies are doing the whisper challenge! Come hangout and...
<p>From the minds of two people who should not have access to the internet, it's Ruin Your Night! Join Caitlyn and Jess as they discuss the thing on nobody's mind, Mockumentaries that don't (and probably shouldn't)...
Ruin Your Night
<p>It's time!!! Welcome back to Ruin Your Night! This episode has everything, historical icons, talks of a drag show, and costume changes! Come hangout with Caitlyn and Jess, they promise not to bite<br> </p> <p><br>...
Ruin Your Night
<p>Get ready, it's Ruin Your Night! On this episode, Caitlyn and Jess are going to be ranking some of their favorite (and least favorite) things. Let's see how chaotic this can get. <br> </p> <p><br> </p> <p>#podcast...
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