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

S2 Ep. 5: Laughing at Life's Curveballs, Celebrity Encounters and Love is Blind 12.03.2024

Imagine a lifelong friendship filled with laughter, nostalgia, and the occasional microphone mishap. That's the camaraderie Rachel and Dale bring to our latest banter-packed episode. We start with our shared dreams of mansion living, sharing quirky choices for our hypothetical homes. The conversation takes memorable detours through snowy rendezvous with Jesse Jackson and quick-witted reaction...

S2 Ep. 4: Public personas, Vanderpump and Social Media Etiquette 05.03.2024

Still holding court in a beautiful mansion in Harbor Beach talking about hip hop, more reality TV. We can't not dive into the drama of "Vanderpump Rules" and navigate the stormy waters of on-screen romance and cultural trends, public personas and accountability. We wrap up with a candid chat about social media etiquette and the contradictory nature of Instagram celebrities. Mitch Mu...

S2 Ep. 3: Guest Brittany Brave Adds Her Take On Reality TV 27.02.2024

Brittany Brave is back for another episode while we take over the gorgeous mansion at 74 Isla Bahia in Fort Lauderdale. Of course there is no shortage of humor as we dive into our obsession with reality TV, from 'Naked Attraction' antics to 'Jersey Shore' charm.  We ponder whether reality TV simplifies love or complicates the plot and wrap up with Brittany's punchy takes i...

S2 Ep. 2: Comedian Brittany Brave Reads Our Birth Charts 20.02.2024

Join us for an unforgettable podcast episode with comedian, writer and all around badass, Brittany Brave, where laughter meets life's raw experiences. From sharing laughs at a DJ battle to discussing serious topics like dating hiatuses and domestic violence, we dive into the importance of kindness in relationships, sprinkle in some humor about dating quirks and astrology (Rachel and Dale both...

S2 Ep. 1: Life Update and Mansion Madness! 13.02.2024

Sunshine, laughter, and a touch of nostalgia - that's what we're serving up as we swing open the doors to Season 2, all from the splendor of an $18 million mansion in Fort Lauderdale. Dale and I decked to the nines in our Florida best, are back to inject your day with our signature comedic flair. And let's not forget our new producer, who's quickly learning that when we talk ab...

Ep. 56: How We Really Feel About Bethenny’s Interview with Rachel/Raquel 24.10.2023

The dust has settled on the biggest drama to hit Bravo, Scandoval. But leave it to Bethenny Frankel to interview Vanderpump’s villain, Rachel/Raquel/Whatver to restir up the drama. Rachel, Dale and Marni (all Vanderpump fans) weigh in on it all.   You can follow Rachel, award winning author, writer, and speaker, on Instagram at @whineandcheezits ; and Dale, successful entertainment company owner a...

Ep. 55:The Hoe Phase and The One Who Got Away 18.10.2023

Dale, Rachel (and Marni who’s sticking around for a few episodes), dig into the phenomenon of ‘The Hoe Phase” and the age-old problem of the one who got away. They also reminisce about summer camp hook ups and Dale’s feelings about kissing.   You can follow Rachel, award winning author, writer, and speaker, on Instagram at @whineandcheezits ; and Dale, successful entertainment company owner and in...

Ep. 54 – Rachel’s Best Friend, Marni, Goes Head-to-Head with Dale on Friend’s Trivia 10.10.2023

We’re back at Pizza District and this time, Rachel’s best friend of over 30 years is joining the duo. She relives moments from her dream of becoming an actress and her Outback Steakouse accolades. And when Dale finds out she a Friends superfan, he puts her to the test.   You can follow Rachel, award winning author, writer, and speaker, on Instagram at @whineandcheezits ; and Dale, successful enter...

Ep. 53: SnapChat Streaks, Britney Spears and Dating Felons 03.10.2023

Do not get between Dale and his SnapChat streaks. Rachel learned about the severity of streaks at the top of this episode. Then it’s all about Britney, Bitch with a little tangent into dating criminals.    You can follow Rachel, award winning author, writer, and speaker, on Instagram at @whineandcheezits ; and Dale, successful entertainment company owner and in-arena host for the Miami Heat at @up...

Ep. 52: Reality TV Roundup 12.09.2023

The duo is back on their reality TV soapbox. They’re chatting Jersey Shore, Jewish Matchmaker, Love Island, The Secrets of Hillsong and more. Also, they agree that DJ PaulyD is the G.O.A.T., even if the waitstaff is too young to get any of their references about the show.   You can follow Rachel, award winning author, writer, and speaker, on Instagram at @whineandcheezits ; and Dale, successful en...

Ep. 51: Rachel Wants to Know If Dale Notices Cellulite and Leg Stubble 07.09.2023

Rachel is quizzing Dale on what he notices about the opposite sex and what gives him the ick. Cellulite, toe hair, lipstick color, unshaven legs and so much more. They are getting into all of it, from couple’s bathroom etiquette to waxing.   You can follow Rachel, award winning author, writer, and speaker, on Instagram at @whineandcheezits ; and Dale, successful entertainment company owner and in-...

Ep. 50: Bama Rush and Dale’s Vanilla Ice Music Video 29.08.2023

Rachel and Dale are talking about the Bama Rush phenomenon and comparing it to their own rush experiences many, many, MANY moons ago. Things have certainly changed and we’re on the front lines of social media where you can see it all play out. (P.S. They are very grateful there was no social media while we were in college.)   Dale also shares a real career highlight – his cameo in a Vanilla Ice so...

Ep. 49: End of summer recap and stolen organs 22.08.2023

It may still be 100 degrees here in South Florida, but summer is coming to an end. Dale and Rachel talk about summer things, Dave Matthews, Soccer, and the urban legends around stolen organs (which Alana was unfamiliar with).   You can follow Rachel, award winning author, writer, and speaker, on Instagram at @whineandcheezits ; and Dale, successful entertainment company owner and in-arena host for...

Ep. 48: Dale’s Elvis Onesie, extroverted friends and a whole lot of murses 08.08.2023

We continue to dig into the specifics of Dale’s annual bday celebration. We’ve learned he only surrounds himself with extroverts, and murses are still a thing. Rachel also learns that her husband has never heard a single Selena song and did not know one of Jodeci’s greatest hits.   You can follow Rachel, award winning author, writer, and speaker, on Instagram at @whineandcheezits ; and Dale, succe...

Ep. 47: Dale’s Ted Talk on Being an Ass Man and His Birthday Party Update 01.08.2023

Summer hiatus is over and we are finally back. So much to catch up on. This eposide is equal parts life updates, Dale’s commitment to being ass-centric as he calls it, a bday party update and some other stuff sprinkled in. It’s also our first of several episodes from one of Rachel’s favorite spots – Papamigos. Their new Delray location is fantastic and it was a huge victory getting Dale to schlep...

Ep. 46: We’re Talking about Sex AND Dale is letting us set him up on a date!! 11.05.2023

Rachel and Dale are talking about SEX today. Do you withhold it as punishment? Is sex transactional in your relationship? Also, Dale is letting Alana and Rachel set him up on a blind date. So, ladies…if you want to go on a date with Dale, please slide into Rachel’s DMs and maybe you will get lucky!   You can follow Rachel, award winning author, writer and speaker, on Instagram at @whineandcheezits...

Ep. 45:What Would Make You Unfriend Someone on Social Media? 02.05.2023

Have you ever unfriended someone on social media? Rachel and Dale talk about what would make them clean up their friends’ list and Rachel shares input from her Instagram community on what made them clean house. Reasons range from everything from bad language to cheating and everything in between. Sometimes a little social media Spring Cleaning is just what the doctor ordered!   You can follow Rach...

Ep. 44: Dale is the Daddy Warbucks of the Mitzvah Community 12.04.2023

Rachel’s 6-year-old is visiting today, and she has zero chill. Also, Dale confesses that he thought this podcast would just be like a fun hobby and can’t believe we’ve hit more than 10K downloads already! They are also talking about the seriousness of where Dale will debut his new Tiffany Jordans. Alana and Rachel help him navigate this very tough decision. Last but in no way least, Dale has given...

Ep. 43: Are You Smarter than a 13-year-old? 04.04.2023

Rachel and Dale have a special guest on today! Our producer, Alana, brought her daughter (Colbi) to work and she schooled us on so many things. We talked fashion. Mitzvahs, Tik Tok and other middle schooler stuff. She is a delight and we loved having her!   You can follow Rachel, award winning author, writer and speaker, on Instagram at @whineandcheezits ; and Dale, successful entertainment compan...

Ep. 42: Love at First Sight and Listener Questions 28.03.2023

Today we are talking about love at first sight and soul mates. Are they a thing? Do Rachel and Dale subscribe to the idea? Dale and Rachel are also answering some listener questions, including dating outside your religion, men and women being friends, and more!   You can follow Rachel, award winning author, writer and speaker, on Instagram at @whineandcheezits ; and Dale, successful entertainment...

Ep. 41: That Time Rachel Fell in Front a Crowded Hotel and Nobody Cared 21.03.2023

Rachel recaps a big Saturday night out in Delray, which started with her tripping on the curb the moment she stepped out of the car. Nobody cared, except the one valet who rushed over to make sure she was ok. Dale talks about his time at the Honda Classic as an influencer and a run in with one of our favorite Bachelorette stars – Trista!   You can follow Rachel, award winning author, writer and sp...

Ep. 40: Dale’s Recap from Hosting the All Star Game in Utah! 14.03.2023

We’re getting a full recap of Dale’s time hosting the All Star Game in Salt Lake City! It’s an inside view into what he packed, what his first impressions are of Salt Lake, seeing snow for the first time in his life and the no bottle service rules in the clubs.    You can follow Rachel, award winning author, writer and speaker, on Instagram at @whineandcheezits ; and Dale, successful entertainment...

Ep. 39: Vaping in Movie Theaters. Dating Divorcees and Raya! 14.02.2023

There are certain unspoken contracts when you are out in public, especially the movies. Dale is sharing all about the major breaches he experienced first-hand while at the movies seeing Avatar. Rachel and Dale also talk about dating divorced women and get an update on his adventures, including a possible hop over the “celeb” dating app, Raya!   You can follow Rachel, award winning author, writer a...

Ep. 38: Nicole from Big Brother is Back and Spilling the Tea About the Time She Dated Dale! 07.02.2023

Before her Big Brother fame (like way back), Nicole was a South Florida gal hanging at Baja Beach Club, where booty dancing contests reigned supreme. She is gifting us with some amazing and hilarious gems about her history with Dale – friendship and beyond. We’re reaching back into the time machine for this episode to hear all the tea and Rachel cannot stop smiling. So, buckle up and get ready for...

Ep. 37: Nicole from Big Brother is in the House! 01.02.2023

If you’ve listened to FWOB for a while, you might remember that Dale and Rachel are both fans of reality TV and especially Big Brother! So, you can imagine our excitement when Nicole Layog from season 24 joins us on the pod. We’re getting the inside scoop on what it’s like to have cameras around 24/7, maintaining integrity during what is designed to be a manipulative game, what Nicole would do dif...

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