It's the Season 7 Finale, and Kourtney and Clarissa are finishing up the "season of favorite things" with an ultimate bracket to determine their favorite episodes of their favorite millennial podcast ... this one! First, your cohosts are taking a trip back in time to 2001, and then it's on to a bracket that puts each of their top episodes of the pod head-to-head. Early seasons versus the current season. Relivings versus Real Talks. Trivia versus Drafts. It's time to break it all down and find th...
Jun 05, 2025•57 min•Season 7Ep. 20
If your favorite segment of 30 D&D is Back in Time, this is the show you can't miss. Kourtney and Clarissa are diving into one of their favorite parts of making the podcast for an ultimate super mega trip to relive the early 2000s. From the games they played on Gameboy Color to the glittery items they searched for at Claire's, your cohosts are reliving a bunch of their memories from Y2K onward, and making a quick stop in 1999 to set the mood. Disclaimer: This is an entertainment podcast base...
May 29, 2025•50 min•Season 7Ep. 19
This week, Clarissa and Kourtney are grabbing their shovels to dig up some memories on 'Holes.' They're reliving everything from Kissin' Kate Barlow to the famous D-Tent Boys rap, plus discussing what hits a little differently watching the childhood favorite as 30-somethings. So hop on the bus and head to Camp Green Lake with your sick, sad millennial cohosts. Plus, they're making a stop in the millennium year for Back in Time! Disclaimer: This is an entertainment podcast based on individual per...
May 22, 2025•45 min•Season 7Ep. 18
This week, your favorite sick, sad millennials are playing a trivia game full of quotes from the movies of the 90s and 2000s! Kourtney and Clarissa are quizzing each other on the most quotable movie moments they can remember … and a few deep cuts as well. Disney princesses, 90s classics, rap battles, and more! Plus a trip to 2014 to discuss what your hosts were doing on social media and how they felt about some pivotal pop culture moments — especially the How I Met Your Mother finale. Disclaimer...
May 15, 2025•53 min•Season 7Ep. 17
It's the season of eating out on the restaurant patios, sipping drinks and splitting apps with friends. In that spirit, your cohosts are using this episode to narrow down some of their favorites between restaurant breads and appetizers -- obviously in a bracket format. This episode is millennial chaos, with debate, memories, and a flavor of fun and friendship best served on a spring day. Plus, a trip Back in Time to the late 80s for our elder millennials and friends! Disclaimer: This is an enter...
May 08, 2025•41 min•Season 7Ep. 16
Your favorite sick, sad millennials are back for a real talk session unpacking the concept of Toxic Positivity. Clarissa and Kourtney are discussing what the phenomenon means to them, what they feel can be negative about it, what some research says about it, and how its impacted their own mental health over the years. Plus, take a trip back to 2011 to relive the days of owl jewelry, early social media, and more nostalgia! Disclaimer: This is an entertainment podcast based on individual perspecti...
May 01, 2025•47 min•Season 7Ep. 15
Unprecedented times, recessions, Y2K, nostalgia, and so much more is in the cards this week as your cohosts play a homemade game inspired by the millennial chaos we're all facing every day. Inspired in part by the Game of Life card game, Kourtney and Clarissa put together a card game to encapsulate the aging millennial/3o, Dirty & Dying experience with all the ups, downs, and existential dread. Plus, they're taking a trip back to 2017 to reflect on some pivotal moments in their own personal ...
Apr 24, 2025•45 min•Season 7Ep. 14
This week, Clarissa and Kourtney are remembering the early days of reality dating shows, especially the "of Love" variety on VH1. They each relived some memories from their favorites, including Rock of Love, Flavor of Love, Daisy of Love, I Love New York, and a Shot at Love, and are breaking down all the chaos. Catchphrases, characters, concerns, and more are all up for discussion -- plus a trip back to 2009! Disclaimer: The content in this episode deals with the show and reality show casts as r...
Apr 17, 2025•54 min•Season 7Ep. 13
It’s time for book club — 30, Dirty & Dying edition. The season of favorite things continues with a chat about your cohosts’ favorite pastime. Clarissa and Kourtney are sharing their most recent reads, bookish opinions, and how being 30ish affects their tastes. Plus, a trip back to 1992! Content Warning: Spoilers ahead. Due to the books used for this episode, there is brief discussion about violence, murder, abuse, sexual themes, and mental health. Please be aware of triggering content befor...
Apr 10, 2025•53 min•Season 7Ep. 12
This week, Kourtney and Clarissa are playing a game combining their two favorite sources of nostalgia: Movies and Music! Your cohosts are finding the perfect songs from all eras of the millennial experience including late 80s, 90s, Y2K, 2000s, and 2010s, and pairing them with movie scenes you know and love. Professing love with a boombox. Fight scenes. Car chases. Betrayals. Happy endings. They're finding the track to go on he millennial movie soundtrack of their dreams. Plus, a trip back to the...
Apr 03, 2025•42 min•Season 7Ep. 11
Kourtney and Clarissa are back with a real talk where they're revisiting a conversation from back in Season One all about the pressure to have kids. This time around, they're both a little older and have some more perspective on their decisions around having kids -- including what they think a "ticking biological clock" even feels like and how it affects their choices. Plus, they're going back to 2012 for a trip Back in Time full of early Instagram days, neon green and zebra decor, and a whole l...
Mar 27, 2025•48 min•Season 7Ep. 10
From aching joints and indigestion to Neopets and MySpace days, this week Clarissa and Kourtney are playing a few rounds of "Would You Rather" fit for the 30 Dirty & Dying crowd. Your favorite sick, sad millennials are weighing their options on nostalgic choices and some hypotheticals that sound a lot different once you're past 30 than they might have in your teens and 20s. Plus, a Back in Time trip to the 80s for the elder millennials! Disclaimer: This is an entertainment podcast based on i...
Mar 13, 2025•47 min•Season 7Ep. 9
This week, Kourtney and Clarissa bring in a special guest to help them play another round of Chaotic Trivia Variety Show, featuring questions on everything from fried chicken and sports to LOTR. And, the millennial team is taking a trip back to 1994 to relive all the nostalgia and more. Disclaimer: This is an entertainment podcast based on individual perspective, experience, and opinion. The content of this episode is not professional, medical, legal, financial, or psychological advice of any ki...
Mar 06, 2025•43 min•Season 7Ep. 8
Your favorite millennial cohosts are back with another game in the season of fav things. This week's is somewhat inspired by the Family Feud format, and Kourtney and Clarissa are using that to guess the top spots in nostalgic categories. They're putting their knowledge to the test on boy bands, movie franchises, pop punk, 90s candies, popular millennial/zillennial names, and so much more. Plus, a trip back to 2006! Disclaimer: This is an entertainment podcast based on individual perspective, exp...
Feb 27, 2025•54 min•Season 7Ep. 7
CW: Some discussion, though often comedic, about death, dying, and accidents throughout. Be advised. Remember that show "1000 Ways to Die?" This week your cohosts are using some of the media from their youth -- like that show and Final Destination to name a couple -- to destigmatize death a bit by talking through some of those pop culture memories and what strange ways to go stuck with them over the years. Kourtney and Clarissa are reliving some of the scenes they remember most and weaving those...
Feb 20, 2025•38 min•Season 7Ep. 6
This week, Clarissa and Kourtney are playing fan-favorite game Millennial Music Trivia, but with their favorite spin -- and it's all about the lyrics. Your hosts are taking turns quizzing each other on 90s and 2000s song lyrics without the music to try and figure out the artist, title, and the rest of the words. From Eminem to Celine Dion, it's time to grab some favorite nostalgic playlist tracks and test some millennial memories. Plus a trip back to 2007! DISCLAIMER: This is an entertainment po...
Feb 13, 2025•46 min•Season 7Ep. 5
This week it's time for the first real talk of the season, and your cohosts are discussing two of the subjects closest to their hearts that they enjoy exploring most: Mental Health and Relationships. Your favorite sick, sad millennials are doing a deep dive into their own experiences with how one's changing mental health can affect romance. As two millennials with mental illnesses and histories who are navigating long-term relationships, they’ve found that the ebbs and flows of mental health iss...
Feb 06, 2025•40 min•Season 7Ep. 4
This week, Kourtney and Clarissa are spelling out L-O-V-E as they relive the 1998 version of "The Parent Trap." From a young Lindsay Lohan to a wild custody arrangement, your cohosts rewatched this classic as 30-somethings to break down the good, the bad, and the nostalgic. Is it an adorable love story, or is it co-parenting gone horribly wrong? They're breaking it down, and taking a trip back to the birth year of the movie's star and the wedding year of the trapped parents-- 1986! Disclaimer: T...
Jan 30, 2025•40 min•Season 7Ep. 3
Your hosts are making some lists and things are getting chaotic from there! This week, Kourtney and Clarissa are playing a millennial chaos style game they're calling list-o-mania, where they each tell each other the items on random lists and guess the category. From favorite tv quotes to flashbacks to math class, the season of favorite things rages on with a silly game that is helping your cohosts, and hopefully you too, take a breath and find some joy. Plus, a nostalgic trip Back in Time to th...
Jan 23, 2025•42 min•Season 7Ep. 2
Season 7 is here and your fav sick, sad millennials are dubbing it the season of embracing their favorite things -- including a part two to one of our favorite throwbacks from Season 1. As children of the early internet, we're no strangers to conspiracy theory rabbit holes and for this episode we dove back in to talk about some of the lighter ones we find most interesting. Now don't worry -- this is still a humorous, light-hearted millennial chaos podcast and we're still just here to have fun! W...
Jan 16, 2025•58 min•Season 7Ep. 1
It's the Season 6 finale and the 2024 holiday episode your favorite millennial podcast, and your cohosts are taking it to the dessert tray for one more bracket-style competition. This has been the season of brackets, so Clarissa and Kourtney are ending a great feast of episodes with something sweet. They're putting your favorite holiday desserts head-to-head to find out what's the best -- at least in their humble opinions. Gingerbread, cheesecake, fruitcake, pumpkin pie, and more are on the brac...
Dec 12, 2024•47 min•Season 6Ep. 20
Kourtney and Clarissa are back for another episode of your favorite millennial podcast, and this week they are taking a walk down memory lane with some "what-if's" in mind. Everyone has those moments where they wonder what could have been? What if you took that other job? What if you didn't meet your spouse? What if you didn't cancel that third date? This week, your cohosts are asking themselves questions just like that and more to try and think about what their lives might be had they made a fe...
Dec 05, 2024•45 min•Season 6Ep. 19
This week as many folks are gathering around the Thanksgiving table, Clarissa and Kourtney are sitting down for a real talk episode all about what happens when the table starts to look a little different. Going no contact has become more talked about in society, and is a tough decision to make with family, friends, and other loved ones. The holidays can be an especially difficult time for those who have gone no contact or become estranged, so your favorite sick, sad millennials are unpacking the...
Nov 28, 2024•52 min•Season 6Ep. 18
From cartoon villains and candles to obscure movie characters, Kourtney and Clarissa are taking on the "Hear Me Out Cake" concept to discuss the fictional characters who have struck their fancy over the years. Some are conventionally attraction while others are, a stretch of the imagination. But your cohosts are breaking it all down after a trip Back in Time to 1995. Disclaimer: This is an entertainment podcast based on individual perspective, experience, and opinion. The content of this episode...
Nov 21, 2024•42 min•Season 6Ep. 17
Were you ever a guest star on Gilmore Girls? Were you an early 2000s heartthrob? Are you a singer in a band? Were you a genie in a bottle? These are just a few of the questions Kourtney and Clarissa are throwing back and forth this week as the play a rapid-fire, homemade, and millennial-fied adaptation of the Guess Who game. With a particular focus on the early and mid 2000s, pop culture figures, actors, singers, rappers, and even a few iconic fictional characters are on the board for your cohos...
Nov 14, 2024•37 min•Season 6Ep. 16
On this episode, your favorite sick, sad millennials are trying to distract themselves from crushing existential dread with a quick trip to the internet for a podcast favorite -- AITA! Your cohosts are diving into the infamous subreddit to give their thoughts on infidelity, family wedding drama, monogamy, and literally some spilled milk. Plus they're taking a super nostalgic ride Back in Time to 1990 to talk movies, TV, tornadoes, and some chart-topping songs. CW: Due to the content in some Redd...
Nov 07, 2024•58 min•Season 6Ep. 15
It's the final Spooky Season episode for October '24, and Kourtney and Clarissa are getting in the holiday spirit with 2007's cult classic "Trick 'r Treat.” It's a movie all about how to survive a scary Halloween night, and for that they needed an expert -- Mike the Angry Clown! Kourtney's husband rejoins 30 D&D for this episode reliving one of his self-proclaimed favorite Halloween movies and talking through all things spooky including his yearly Haunted Manor. Plus, the gang takes a trip b...
Oct 31, 2024•46 min•Season 6Ep. 14
Being lost at sea. Sleep paralysis. Porcelain dolls. Birds. This week, Kourtney and Clarissa are continuing their Spooky Season episodes with a show dedicated to all the things that make their skin crawl and their spines shiver. Being creeped out is a bit different than being outright afraid, and your favorite flailing millennials are breaking it all down, discussing popular creepy phenomenon, confessing their own creeps, and turning to the internet for more. Plus, they take a trip Back in Time ...
Oct 24, 2024•51 min•Season 6Ep. 13
Let's play Fright Ball! That's what Kourtney and Clarissa are calling this spooky, chaotic draft-style game continuing their block of October episodes. Your millennial cohosts are going through a list of categories -- vampire movies, slashers, found footage, DCOMs, and more -- and picking their favorites draft style. From 90s and early 2000s favorites to black-and-white classics, this one is going all over the horror, Halloween, and otherwise spooky genres. Plus, a trip back to the 90s! Disclaim...
Oct 17, 2024•40 min•Season 6Ep. 12
This week, Kourtney and Clarissa continue their spooky season celebrations with some chaos trivia filled with ghouls, ghosts, scary movies, and more! A favorite format, your cohosts take turns posing trivia questions to each other with plenty of tricks, treats, and good old fashioned nostalgia in the mix. Plus, they take a trip Back in Time to 2005 to talk crushes, favorite books, movie theater memories, and all the songs they had on their iPod shuffles. Disclaimer: This is an entertainment podc...
Oct 10, 2024•39 min•Season 6Ep. 11
