Uptown Dale & Rachel Sobel
Friends Without Benefits
One woman. One man. Thirty plus years of strictly platonic friendship with ZERO romantic history between them. This is Friends Without Benefits. Rachel Sobel is the face behind the popular blog and Instagram account, Whine and Cheez-its. She is the mother of two, a do-over wife, and award-winning writer, author and speaker. Dale McLean is a South Florida entertainment staple affectionately known as Uptown Dale. He is a bachelor, owner of a successful entertainment company, television personality and in-arena host for the Miami Heat. Together they tackle a range of topics around relationships,...
Author
Uptown Dale & Rachel Sobel
Category
Podcast website
Latest episode
May 26, 2026
Where to listen?
Podcasts in the app Replaio Radio Coming soonPodcasts are coming to the app soon. Install now and be the first to see a whole new take on podcasts
Episodes
S4 Ep. 3 - Pick a Sister, Cardi B in Court, and Hotel Carpets Are Canceled 07.10.2025 36:34
We play a chaotic round of Pick a Sister and make Dale choose between Kardashians, Jenners, Royals, Simpsons, Beyoncé or Solange, Venus or Serena, the Cavinder twins, and the Nader sisters. We talk why Kourtney wins, Kendall beats Kylie, Jessica over Ashley, Solange surprises, Venus inspires, Hannah edges out Haley, and Brooks steals the show. Then we hit hot topics: an OBGYN office’s gross patien...
S4 Ep. 2 - Boobs, Pineapples, and Big Brother Boundaries 30.09.2025 36:05
Season 4 kicks off in Delray Beach at StellaMix Studios with Rachel and Dale in rare form. We talk about Rachel’s surgery glow up, clear up the pineapple and swingers myth, and debate a spicy parenting scenario where only one kid gets the ice cream. We unpack reality TV chaos from The Bachelor’s newest curveball to the Big Brother emotional affair, then dive into wild documentaries including Amand...
S4 Ep. 1 - Onesies, Happy Meals and Saying It ...With Your NEW Chest 23.09.2025 38:33
Season four is here and we are leveled up in StellaMix’s new studio with multiple cameras and maximum chaos. Rachel and Dale kick things off with a full recap of Dale’s legendary onesie birthday party complete with Happy Meals, rolled ice cream, a costume change, and a very on brand Mr. Brightside moment. Rachel owns her summer of breast cancer with honesty and grit, sharing how early detection ch...
S3 Ep. 32 - Doorbell Drama, Hospital Hustles & Exes As Brand Names: A FWOB Finale 27.05.2025 33:21
It’s the season three sendoff you didn’t know you needed. Rachel and Dale bring the laughs and the truth bombs as they dive into parenting teens who definitely lie, why Ring doorbell footage is better than reality TV, and what happens when hospitals start acting like used car lots. (Spoiler: it involves bargaining for surgery like it’s a Black Friday sale.) Also on tap? A brutally honest roast ses...
S3 Ep. 31 - No Hookups, Just Hysteria: Foot Pics, Florida Headlines & Why Nice Guys Win 20.05.2025 31:52
Rachel and Dale may be “Friends Without Benefits,” but that doesn’t stop them from getting way too real . In this episode, they tackle everything from their unshakable platonic bond to raunchy prank calls, foot pic hustles, dirty restaurant obsessions, and why you should ditch the Justin and marry the Benny . Things get weird (in the best way) with OnlyFans discoveries, massage table confessions,...
S3 Ep. 30 - Tow Trucks, Fajita Fakery, And Feral Parenting: Rachel & Dale Unleashed 13.05.2025 35:30
Buckle up for one of the most unhinged and hilarious episodes yet! Rachel and Dale go all-in on everything from neighborhood drama (ever towed a booty call’s car?) to fajita fraud (yes, Chili’s fakes the sizzle), and the art of going full “feral mom” when kids get out of line. Nothing—and no one—is safe. They tackle pajama-wearing teens, overpriced barbecue sauce, off-limits dogs in beds, and the...
S3 Ep. 29 - Never Had Yogurt, Crashed A Wedding, And Almost Fought A Motorcycle: The Season 3 Send-Off You Didn't Know You Needed 06.05.2025 35:35
Rachel and Dale close out Friends Without Benefits Season 3 with a bang—and a whole lot of side-eyes. Dale confesses he’s lived an entire adult life without ever trying yogurt (cue Rachel’s existential crisis), while Rachel unloads on the trend of charging guests hundreds to attend weddings (yep, $333 per head). From wild birthday party rules (don’t show up unless you’re ready to DANCE) to Michael...
S3 Ep. 28 - Gift Cards, Granola & Gender Reveals Gone Wild: Inside The Most Chaotic Couch Conversation Ever 22.04.2025 38:50
Welcome to the wild world of Friends Without Benefits , where besties Rachel and Dale take you on a hilarious, no-holds-barred ride through the absurdity of everyday life. In this episode, Dale tries yogurt for the first time (cue shock), Rachel drops a $27 billion truth bomb about forgotten gift cards, and things spiral into pheromone perfumes, chaotic bed party culture, and over-the-top gender r...
S3 Ep. 27 - Soul Checks, Side Boob & The Glitter Trap Dating Hack You Didn’t See Coming 15.04.2025 37:46
Rachel and Dale are back and more unfiltered than ever—tackling viral headlines, personal pet peeves, and a game that puts Rachel’s cultural knowledge to the ultimate test. From Tracy Morgan’s courtside meltdown to glitter traps—because apparently, catching a cheater now comes with sparkle. Plus, we dive into breast milk flavored ice cream (it’s a thing), butt cleavage fashion, and parenting momen...
S3 Ep. 26 - Speakerphone, Side Pieces & Survivor Secrets: Confessions Get Wild! 08.04.2025 40:37
What starts as a fun round of listener confessions quickly spirals into total chaos—think secret swinging, in-law hookups, gym etiquette wars, and one very disturbing use of a turkey baster. But the real plot twist? Dale’s double life is exposed live on air when his “other podcast partner” walks through the door in a surprise reveal that Rachel orchestrated, and the audience is howling. From gut-b...
S3 Ep. 25 - Dale’s Dollars, Haunted Southern Charm & Surprise Nipple Confessions 01.04.2025 31:51
We will never not dance to our intro music, and honestly, this episode brings the same energy. Rachel and Dale are back—live from a $7M mansion in Lauderdale-by-the-Sea (shoutout to Courtney Ortiz and her Big Dock Energy). We kick things off with Dale’s latest passion project: Dale’s Dollars, a brilliantly chaotic plan to end poverty one dollar at a time. Shark Tank, are you listening? From nipple...
S3 Ep. 24 - Husbands Who Ghost On Work Trips, Cauliflower Crimes, And The Worst Wedding Toast Ever 25.03.2025 37:05
Buckle up, because this episode is a wild ride! Rachel gets fired up about radio silent husbands on work trips (cheating? probably.), the great cauliflower conspiracy (STOP turning it into pizza!), and why cat people are a little… off. Meanwhile, Dale faces the hard truth that he’s been “breadcrumbing” women his whole dating life. 😬 We also unpack a best man’s wedding toast gone wrong, a Fitbit t...
S3 Ep. 23 - Elvis, Diddy, And Wedding Drama — PLUS The Secret Life Of A Bar Mitzvah Legend! 18.03.2025 31:42
Buckle up, because this episode is a wild ride you didn't know you needed ! We're coming to you live (well, kinda) from Sea Ranch Lakes, where Dale gets recognized yet again — because apparently, you can’t walk five feet without someone asking if he does bar mitzvahs (spoiler: he does... a LOT). We dive deep into jaw-dropping celebrity scandals — from Diddy to Elvis Presley’s shocking re...
S3 Ep. 22 - Hot Takes & Wild Debates: First-Class, Facials, & Kanye’s Latest Chaos! 11.03.2025 32:13
What’s actually worth the hype? We’re diving into a hilarious game of Overrated or Underrated —and trust us, no topic is off-limits! From first-class flights to massages, facials, TSA Pre-Check, and even flying private, we’ve got some strong opinions (and maybe a few unpopular ones). But that’s not all—we’re also talking Kanye & Bianca (is this the most controlling relationship ever?!), expos...
S3 Ep. 21 - Fajitas, Football, & Forbidden Secrets – The Internet Can’t Handle Us! 04.03.2025 34:39
We’re back, and we’re causing chaos —again! Dale’s very strong opinions on group fajita orders have officially ignited a social media war (even Chili’s got involved). Should you have to ask permission before ordering the sizzling dish of doom? The results may shock you. Then, we break down the most controversial Super Bowl halftime show in years—was Kendrick Lamar’s performance a masterpiece or a...
S3 Ep. 20 - Fajita Fails & Tinder Ships: The Debates You Didn’t Know You Needed! 18.02.2025 33:30
Step inside an exclusive luxury home in Bermuda Riviera with us, thanks to the amazing Courtney Ortiz and One Sotheby’s. We’re talking waterfront views, dream-worthy boat docks, and why you need to see homes in person before making a move. But that’s just the start—things get heated when we debate the ultimate dinner-table betrayal: ordering sizzling fajitas at a restaurant (spoiler alert: some of...
S3 Ep. 19 - Boots, Barbies, & Big Dock Energy 11.02.2025 38:29
Get ready for a hilarious, unfiltered episode of Friends Without Benefits as we dive into fashion faux pas, Fort Lauderdale luxury, and fiery debates! Uptown Dale embraces his inner Ken while Jeanine defends her equestrian-chic boots—sparking an unexpected debate about polo, sex appeal, and footwear politics. Meanwhile, our “Fairy Podmother” Courtney Ortiz gives us an exclusive tour of a stunning...
S3 Ep. 18 - Blind Dates, Prison Brides & Jerry Springer: The Wild Ride Of Reality TV & Real Life 04.02.2025 33:32
From Updating’s blindfolded dating chaos to Prison Brides and the jaw-dropping truth behind The Jerry Springer Show , this episode is a rollercoaster of reality TV, nostalgia, and unfiltered laughs. We deep-dive into the psychology of women falling for inmates, debate the best (and worst) Girl Scout cookies, and revisit the outrageous moments that made Jerry Springer a cultural phenomenon—even bea...
S3 Ep. 17 - TikTok Meltdowns, YouTuber Drama, And Clublix 28.01.2025 38:34
This week, we’re taking you on a hilarious and heartfelt ride through the chaos of modern life. From teenagers freaking out over TikTok’s sudden disappearance to the unbelievable YouTuber adoption scandal that left us outraged, we’re diving into the stories you’ll be thinking about long after you hit play. We also discovered Florida’s Supermarket Sweetheart, Publix, is getting into the club biz.:...
S3 Ep. 16 - Listener Confessions, Million Dollar Bananas, And Body Count 14.01.2025 32:00
This episode of Friends Without Benefits dives headfirst into life’s quirkiest moments with Rachel and Dale leading the charge. They share hilarious listener confessions, from awkward encounters at weddings to navigating secret relationships and even the bizarre concept of a “listening affair.” The duo also highlights the exclusivity of Sea Ranch Lakes, South Florida’s hidden gem, featuring priva...
S3 Ep. 15 - Cookies, Yachts, And Podcast Glory: Kicking Off 2025 In Style! 07.01.2025 31:55
What better way to welcome 2025 than with fresh cookies, waterfront vibes, and a little podcasting victory dance? We're spilling the tea on how we climbed into the top 10% of global podcasts, sharing hilarious memories from water parks of the past, and debating the holiday reach-out texts that leave us scratching our heads. From decorating debates (cars vs. houses) to modern dating woes and t...
S3 Ep. 14 - Holiday Cheer, Meme Flirting, and Mariah's Millions 31.12.2024 31:43
It’s the holiday season, and Rachel and Dale are back with a festive, witty episode of Friends Without Benefits —this time featuring waterfront views, 71-degree weather, and plenty of holiday hilarity. In this episode, they tackle: Mariah Carey’s Christmas Empire : What The Queen of Christmas rakes in every year from “All I Want for Christmas Is You.” Big Dock Energy : Dive into the luxurious worl...
S3 Ep. 13 - Push Presents, Candlelight Concerts, and Social Media Shenanigans 24.12.2024 35:15
Rachel and Dale are back, bringing their signature wit and unfiltered banter to the latest episode of Friends Without Benefits ! This week, the duo dives into: Dale’s hilariously awkward dating saga featuring over-texting, third-date candlelight concerts, and post-date plot twists. The wild world of "push presents"—including Pookie’s $53K Birkin bag—and why social media seems to fuel so...
S3 Ep. 12 - From Bars To Boats: It's A Podcast GlowUp 03.12.2024 29:52
What a journey it’s been—from recording in bars with unexpected swinger encounters to lounging in a $14.5 million mansion on the water. In this laugh-out-loud episode, we reflect on how far we’ve come while tackling your wildest Instagram polls and confessions. Should you tell someone their partner’s cheating? How often do you really change your toothbrush? And what’s up with butter-stuffed dates...
S3 Ep. 11 - Over-Texted And Underwhelmed: Navigating Modern Dating Disasters 26.11.2024 35:58
Dating in the digital age is messy, hilarious, and sometimes downright awkward—and this episode of Friends Without Benefits delivers all the juicy details. Dale’s dating life takes center stage as he wrestles with an overzealous texter who’s sending his ick meter into overdrive. Rachel chimes in with her trademark wit, dissecting everything from holiday dating pressures to the pitfalls of prematur...
Similar podcasts
Replaio is not a podcast publisher; show names, artwork and audio belong to their authors and are distributed through public RSS feeds.