
Episode #92
We Probably Shouldn't Have Said Any of This | The Do-Over Podcast
The Do-Over Podcast may officially be on YouTube time out… so naturally Drew and Jess decided this was the perfect episode to say even MORE things they probably shouldn't say. S02 E60 goes completely off the rails as Drew and Jess dive into everything from YouTube's mysterious algorithm and getting demonetized to Jess's wild Palm Springs weekend, relationship disasters, dating stories, getting older, Drew slowly transforming into a wide-brimmed-hat-and-phone-holster dad, and the absolute insanity of modern internet culture. Jess returns from an unbelievable Palm Springs trip surrounded by beautiful people and immediately questions every decision she's ever made. Meanwhile, Drew gets LEFT BEHIND on his own family's Santa Cruz trip, drives hours to catch them, gets destroyed by the sun, buys a giant hat and realizes the algorithm apparently thinks he's reached the “phone holster” stage of adulthood. That entire progression happens in the episode and is one of its funniest recurring stories. Then things get considerably more unhinged. The conversation turns toward dating, relationships, social media, bizarre internet personalities, whether algorithms reward the most extreme people online, and a generation of kids who apparently all want the same career: influencer. Drew and Jess debate what social media is doing to normal people and why being reasonable doesn't seem to generate clicks anymore. And somehow it ends with British food, beans on toast, reaction videos, questionable accents and the realization that maybe there actually is a good side to the Internet. This is The Do-Over Podcast: inappropriate stories, relationships, internet culture, marriage, parenthood and conversations that probably should have stayed off camera. Subscribe and join us every week — assuming YouTube lets you find us. CHAPTERS 00:00 — We’re Officially Shadow Banned 05:00 — Jess Has Secrets She CAN'T Tell Us 06:00 — The Most White-Girl Coffee Order Ever 08:02 — Jess's Wild Palm Springs Weekend 12:07 — “How Did I End Up in This Mansion?” 13:15 — The Most Annoyingly Perfect Couple Ever 15:24 — “You Mean DIET Coke… Right?” 18:01 — Jess Plans a Horrible Restaurant Prank 19:28 — The Internet's Strangest Relationship Advice 23:11 — Drew's Family LEFT WITHOUT HIM 25:21 — The Santa Cruz Trip From Hell 27:04 — Drew Realizes He's Becoming His Dad 27:50 — Google Thinks Drew Needs a Phone Holster 28:34 — Drew Refuses to Ride Roller Coasters 29:17 — He Walked 27 FLOORS Instead of Taking an Elevator 30:00 — “Phone Holsters & Brimmed Hats” 31:05 — Drew Is No Longer Needed By His Family 45:48 — The Podcast Is Apparently the Royce Show Now 46:31 — Jess's Dating Story Goes Completely Off the Rails 50:06 — The Most Awkward Professional Photos Ever 52:54 — “I Literally Can't Say This on Air” 54:19 — Why Is the Internet So Angry at Women? 1:07:46 — Does the Internet Reward Extreme People? 1:09:19 — Are Algorithms Making Everyone Worse? 1:10:12 — Everyone Wants to Be an Influencer 1:13:35 — Drew Gives Elliot Some Life Advice 1:14:16 — “I CURSE YOU WITH CHILDREN!” 1:16:32 — Can We Survive ONE Clean Episode? 1:19:31 — The Reaction Segment Begins 1:20:11 — Beans on Toast vs. Toast on Beans 1:26:47 — The GOOD Side of the Internet 1:28:08 — Jess Somehow Survived Another Episode #TheDoOverPodcast #ComedyPodcast #FunnyPodcast #PodcastClips #Relationships #DatingStories #InternetCulture #YouTubePodcast #Comedy #ShadowBanned






