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

Ep. 11: You know we can see you picking your nose in the car, right? 05.07.2022

Episode 11 covers all the weird things people do in their cars. Nose pickers, teeth flossers, and all the other things. You know we can see you guys, right?! We’re also breaking down the science of same side booth sitters and talking Tesla.  You can follow Rachel on Instagram at @whineandcheezits and Dale at @uptowndale Show created and hosted by Rachel Sobel and Dale McLean. Produced and edited b...

Ep. 10: That Time Rachel Had To Avoid Getting Hit in the Face With Balls 28.06.2022

Episode 10 is all about the worst jobs we’ve had. It wasn’t always sunshine and roses for Rachel and Dale professionally. They had to pay their dues. Work their way up. Dale spent some time honing his mannequin skills in a retail store window and Rachel drove around a golf course trying not to get nailed in the face with balls. It’s been a rough ride but the two of them share the details of their...

Ep. 9: Dale is in a Throuple!!!!! 21.06.2022

Episode 9 is a deep dive into Dale’s throuple situation that he sprung on Rachel with zero notice right here on the pod. Join us as we figure out how to help him navigate it. Love is Love, not just in June. We’re talking about Pride month, complicated relationships with stylists (like how the hell do you breakup with them when you are not happy anymore). You can follow Rachel on Instagram at @whin...

Ep. 8: On Wednesdays We Confess 14.06.2022

Episode 8 is all about confessions. Did Rachel really put Usher back on the map?  Every Wednesday, Rachel posts anonymous confessions on her Instagram stories at @whineandcheezits and every Wednesday they NEVER disappoint. They have become a staple drawing in tens of thousands of views within minutes and people are obsessed. Especially, Dale.  He comments on them and DMs Rachel constantly througho...

EP. 7: Dale’s Coming to America Moment and Our Thoughts on the Depp/Heard Trial 07.06.2022

Episode 7 is all about our childhoods. While Dale lives on center court in White Hot Miami Heat Nation now, did you know he grew up in Jamaica thinking there were two television channels until he was 9 and says Rachel’s childhood was bougie. They chat about not growing up with the digital leash of electronics like our kids today. Rachel and Dale also share their thoughts on the Johnny Depp / Amber...

Ep. 6: The Dave and Buster’s Blind Date That Was Doomed 31.05.2022

Episode 6 is packed with bad dating stories. Featuring Rachel’s blind date at Dave in Buster’s with a dude wearing ostrich leather boots who had mommy issues: and Dale’s dating superpower back in the day. which was dating Rachel’s friends. Join us as we re-live these magical journeys and flex with name drops like, Friendster. You can follow Rachel on Instagram at @whineandcheezits and Dale at @upt...

Ep. 5: From Gender Reveals to Chicken Fingers 24.05.2022

Episode 5 is a little of everything – gender reveals, couples’ joint baby showers, talks of us embarking on a chicken finger tour and paying tribute to the time-honored tradition of the bar/bat mitzvah tie dance. We cover a lot in this episode so buckle up!   You can follow Rachel on Instagram at @whineandcheezits and Dale at @uptowndale Show created and hosted by Rachel Sobel and Dale McLean. Pro...

Ep. 4: That Time Dale was Duped by Abercrombie 19.05.2022

Episode 4 is a little continuation of our reality TV chat from our previous conversation. Rachel did her homework and binged a few shows that Dale was horrified she hadn’t seen yet. And after watching the Abercrombie documentary, Dale shares his revelations about being bamboozled by them back in the day.     You can follow Rachel on Instagram at @whineandcheezits and Dale at @uptowndale   Show cre...

Ep. 3: The Dealbreakers Episode 03.05.2022

We’re back to talk about some dealbreakers in relationships. What makes you hit the pause button or stop exploring a new relationship completely? How do you handle it when you see dealbreakers in a friend’s relationship and don’t like the person they are dating? There’s also a heated discussion about bringing your dog everywhere (especially in strollers) as a potential dealbreaker. You can follow...

Ep 2: Reality TV Superfans 26.04.2022

One of the many things Rachel and Dale have in common is their love for reality TV. From the Bachelor to Survivor, they both have their faves and A LOT to say. Love it or hate it author and speaker, Rachel Sobel, and the Miami Heat in arena host, Dale McLean, talk about why people are drawn to this genre and even cover “show cheating” among couples who watch shows together.  Do you password share?...

Ep 1: Can Men and Women Be Friends? 19.04.2022

On our very first episode of Friends Without Benefits, obviously inspired by the name, we dig into the polarizing question if men and women can be friends. Can you be friends with an ex? Can you stay friends with a friend with benefits? Where is the line? We also talk about being in a relationship and how your partner might feel about you continuing friendships with exes. Did we really leave halte...

The Intro 17.04.2022

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 a...

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