Uptown Dale & Rachel Sobel

Friends Without Benefits

Society EN ↓ 137 episodes

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

Society

Podcast website

whineandcheezits.com

Latest episode

May 26, 2026

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Episodes

S3 Ep. 10 - Worst Jobs, Salacious Songs And Hustle Culture 19.11.2024

Broadcasting from a breathtaking $14.5M estate at 821 Solar Isle Drive, we bring you an episode full of luxury and laughs. As we soak in the setting (and the Big Dock Energy), we swap hilarious tales of our most ridiculous past jobs (ever been a mannequin or a coffin scare actor?), reflect on quirky habits, and debate the best and most “cancel-worthy” songs of all time. We also tackle modern hustl...

S3 Ep. 9 - Dale Is A Swiftie Now 12.11.2024

In this episode of “Friends Without Benefits,” Rachel and Dale are coming at you from a jaw-dropping $14 million mansion in Fort Lauderdale, courtesy of Courtney Ortiz from One Sotheby’s.  Dale gives a blow-by-blow of his unforgettable experience at the Taylor Swift concert, where he navigated Swiftie traditions like trading friendship bracelets and dressing up by “era”—all while trying to keep up...

S3 Ep. 8 - Confessions, Fashion Fails, And Sleep Divorces 29.10.2024

In this episode, Rachel and Dale serve up a mix of hilarious confessions and surprising revelations. From Rachel’s change of heart about trendy tiny mics to Dale’s fashion crisis over Travis Scott sneakers, they get real about how opinions can shift. The duo dives into unconventional marriages, asking if living in separate homes can actually work, and they explore the subtle (and not-so-subtle) th...

S3 Ep. 7 - Strip Club Biz, Diddy, and Beyonce Conspiracies 22.10.2024

Rachel and Dale bring the laughs as they dive into the bizarre world of business meetings in strip clubs—because who doesn’t love a little multitasking with their lunch? From debating the hygiene of strip club buffets to questioning the sanity of spending $65 on chicken fingers, this episode is packed with witty banter and outrageous hot takes. But the fun doesn’t stop there. The duo also tackles...

S3 Ep. 6 - Living Large, Laughing Hard Inside Luxury Homes & Mormon Myths 15.10.2024

Rachel and Dale are back, and this time they're recording from a jaw-dropping $5 million home! From master bedroom "waiting rooms" to plush shower seating, they explore the luxury lifestyle with their signature humor and charm. As always, the banter is sharp, with pop culture shout-outs, playful jabs, and Rachel's obsession with incorporating “Jennifer Love-Dewitt” into everyda...

S3 Ep. 5 - Miami Fame And Pumpkin Spice Disdain 08.10.2024

In this jam-packed episode of Friends Without Benefits , Dale shares the hilarious behind-the-scenes story of a surprise proposal at a Miami Hurricanes game that went viral for all the right reasons.  Listen in as Rachel and Dale dish out our honest opinions on the pumpkin spice frenzy (spoiler: we’re not all fans) and dive into the chaos of our recent life adventures, including a glamorous charit...

S3 Ep. 4 - From NLE Choppa To CucumberTok 01.10.2024

Join Rachel and Dale in this laugh-out-loud episode of Friends Without Benefits as they serve up a mix of outrageous stories, concert chaos, and quirky internet trends. From ASL interpreters signing X-rated rap lyrics to CucumberTok, it's a wide range of topics These two friends are here to share the ridiculousness, along with Rachel’s misadventures in a hip-hop dance class that left her sore...

S3 Ep. 3 - Google Translate Dating, Testing Dale's Lady Knowledge and Nick Cannon's Insured Bits 24.09.2024

Join Rachel and Dale as they serve up laughs and unexpected twists in this episode of Friends Without Benefits ! Ever wondered what it’s like to navigate a first date entirely through Google Translate? You’re in for a treat! Rachel and Dale also dive into hilarious territory as they test Dale's knowledge of tampons, beauty tips, and birth control in a game where things get awkward real fast....

S3 Ep. 2 - Summer Shenanigans: LASIK, Bikini Contests, and Frat House Flashbacks 17.09.2024

This episode of Friends Without Benefits is packed with everything from eye surgery adventures to revisiting the wild world of fraternity row. Join Rachel and Dale as they navigate their summer filled with unexpected LASIK surprises, bikini contest hosting, and luxurious real estate daydreams in sunny Pompano Beach.  Along the way, they dive into the hilarious chaos of frat parties, the pain of ki...

S3 Ep. 1 - Dale in Drag For His Birthday...Again 10.09.2024

Season 3 of Friends Without Benefits kicks off with Rachel and Dale sharing all the juicy details from Dale's unforgettable birthday bash! From drag queen transformations to wild dance floor antics, they dive into the evolution of Dale’s parties and the hilarious moments that made this year’s celebration one for the books. Rachel reflects on being trolled by her co-host while Dale embraces hi...

S2 Ep. 20 - Paranormal Pals, Pina Coladas and Only Fans 02.07.2024

In this episode of Friends Without Benefits , we're getting eerie. Join us as we explore the mysteries of the afterlife with personal ghost stories and debates on the existence of spirits among us. Ever wondered about the authenticity of psychics? We share our skepticism and fascination with the world of tarot readings and psychic mediums, including a hilarious take on Ouija board antics from...

S2 Ep. 19 - Camaraderie, Inside Jokes and Bikini Contests 25.06.2024

In this episode, you'll hear from Rachel and Dale, as they reminisce about the wild moments, the inside jokes, and the unbeatable camaraderie that makes their friendship truly special. We'll also take you on a virtual tour of our recording haven, courtesy of Fidelity Real Estate, where the ambiance is as inviting as the conversation. Whether you're curious about the Miami lifestyle,...

S2 Ep. 18 - The Ashley Madison Debate 18.06.2024

Rachel and Dale tackle the provocative topic of Ashley Madison, the infamous platform for extramarital affairs, delving into the ethical and emotional fallout of infidelity in the digital age. They debate whether such sites are merely symptoms of deeper relationship issues or active facilitators of deceit. With humor and candor, they explore the absurdity of leaving a digital trail of infidelity a...

S2 Ep. 17 - Summer Vibes and Random Thoughts 11.06.2024

Get ready to dive into all things summer, laughter, and a touch of controversy.  Whether it's tales of dumb criminals, Bridgerton music, or the latest social media trends, we guarantee a fun and engaging ride. So, grab your favorite drink, tune in, and let us bring some summer sass to your day! Contact Rachel Sobel: Email: rachel@whineandcheezits.com Website: w ww.whineandcheezits.com Faceboo...

S2 Ep. 16 - Interracial Dating, Megan Knees, Sleep Divorce and Ozempic 04.06.2024

Today we have Nicole with us to talk about interracial dating and what her personal experience has been like. We're also chatting about random topics like, Megan Thee Stallion’s "Megan knees", sleep divorce, the confusion about Hailey Bieber’s dad, body image and the Ozempic phenomenon. Tune in to "Friends Without Benefits" for a perfect blend of heartfelt stories, insight...

S2 Ep. 15 - Dale's Dating Adventures Part 129378 28.05.2024

There is never a dull moment in Dale's dating life and Rachel loves to dissect it. The drama is always excellent - chef's kiss. Enjoy this lighthearted episode about everyday life with a dash of introspection. Contact Rachel Sobel: Email: rachel@whineandcheezits.com Website: w ww.whineandcheezits.com Facebook:   Whine and Cheez - its by Rachel Sobel    Instagram: @whineandcheezits TikTok...

S2 Ep. 14 - Dale is Getting Vulnerable Today 21.05.2024

This is a little bit of a different episode for Rachel and Dale. Since many of us have aging parents, Dale is getting vulnerable about his own experience right now with his own mother. So, today, they are peeling back the curtain on a topic close to their hearts: the nuanced dance of family dynamics as parents age. This episode is a tapestry of personal stories and has the duo reflecting on how th...

S2 Ep. 13 - Tom Brady Roast, Taylor Swift's Explicit Era, And Being Charitable 14.05.2024

Welcome back to Friends Without Benefits! In this episode, Rachel and Dale reunite in a stunning Fort Lauderdale mansion (628 Coral Way to be exact), sponsored by Courtney Ortiz from Fidelity Real Estate. Join them as they dive into the hilariously cringe-worthy Tom Brady roast on Netflix, exploring the best and worst moments. They discuss the surprising moments of Bill Belichick and Robert Kraft...

S2 Ep. 12: The "Babygirl" Vibe, Savannah Bananas and TikTok Trends 30.04.2024

Our latest episode covers a lot of ground! From the evolving landscape of masculinity, exploring the "baby girl vibe" trend to our love for the Harlem Globetrotters of Baseball - The Savannah Bananas, we have a lot to say as usual. Sit back, relax, and join Rachel and Dale for another weekly download sesh on lifestyle topics, TikTok trends, human behavior and more! Please subscribe and l...

S2 Ep. 11: Online antics, Canceled Celebrities and TikTok Scandals 23.04.2024

Join us for our latest episode, where we dive into the absurdities of everything that happens online. Laugh along as we share tales of podcast stardom in Dubai all while questioning why we're not cool enough for those glamorous press trips. From dating blunders to the marriage prospects of conjoined twins, we serve up a buffet of bizarre topics with a side of laughs. We tackle the complex iss...

S2 Ep. 10: Reality TV Tea and We Play a Few Rounds of FMK 16.04.2024

Today on Friends Without Benefits we dive into our monthly reality TV's recap with all the juiciest tea and behind-the-scenes drama. Then, get ready for some armchair psychoanalysis as we unravel the love triangles and redemption arcs of our favorite reality stars. Brace yourself for a hilarious game of "Eff, Marry, Kill" with TV's biggest names. We also cringe over social medi...

S2 Ep. 9: Platonic Bonds, Snowbird Exodus and The Drake Concert Incident 09.04.2024

Ever found yourself in the friend zone and wondered if that was the best place to be? Join Rachel and me, Dale, as we laugh our way through the nuances of platonic friendships and the benefits they bring to our lives in "Friends Without Benefits." We'll take you behind the scenes of our unbreakable bond, share the highs of hosting for the Miami Heat, and even delve into the seasonal...

S2 Ep. 8: Opulent Estates, Age Gap Relationships and Biscoff Cookie Obsessions 02.04.2024

Have you ever been mistaken for a celebrity? Well, we spark a hilarious debate about who we apparently mirror in the world of fame and fortune. We also dig into age-gap relationships, inspired by the scrutiny surrounding Kristin Cavallari's love life. We're ripping apart double standards and pondering emotional maturity, all while Rachel cannot relate to Cavallari and deems a 24-year-old...

S2 Ep. 7: From Hair Woes to Fashion Shows and the Tastiest Charcuterie Challenges 26.03.2024

Join us for a hilarious hair-raising adventure as we delve into Dale's people-pleasing habits related to his barbers.  This comedic chapter promises laughs as we attempt to untangle the chaos of his styling escapades.  We also delve into the high-stakes world of celebrity publicists and what they must have to endure. From DJ Khaled's sneaker branding, we explore the intersection of fame...

S2 Ep. 6: All Things Sports with Special Guest, Former NFL Player Donte Whitner 19.03.2024

In our conversation, Donte shares the highs and lows of his draft day, the camaraderie of team dynamics, and the rivalries that fuel competition. We discuss the importance of tone and voice in commanding a presence, whether on the field or behind the mic, and Donte reflects on his 11-year NFL career with the Buffalo Bills, San Francisco 49ers, and other teams. We also delve into the emotional chal...

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