Friends Without Benefits cover art

Friends Without Benefits

Friends Without Benefits

Written by: Uptown Dale & Rachel Sobel
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About this listen

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, dating and current events, all with a banter that has been brewed to perfection for decades.Follow Rachel at www.instagram.com/whineandcheezitsFollow Dale at www.instagram.com/uptowndale

© 2026 Friends Without Benefits
Relationships Social Sciences
Episodes
  • S4 Ep. 15 - When Sharing Too Much Goes Sideways
    Feb 17 2026

    Rachel and Dale start from a simple question they have lived out for years. They have never crossed the platonic line. That somehow opens the door to everything else. Boundaries that feel blurry. Oversharing that turns private moments into content. Parenting in the age of social media. Period parties. Sonograms online. New slang that makes adults feel old overnight. And the quiet pressure to post everything or risk being misunderstood.

    With Rachel’s daughter chiming in from a Gen Z seat at the table, the conversation moves between funny and uncomfortable without trying to wrap anything up neatly. It touches on how people decide what stays private, what gets shared, and where responsibility starts when it comes to bodies, money, attention, and long term consequences.

    Nothing is polished. Nothing is solved. Just real talk about friendship, parenting, internet culture, and the lines that get crossed before anyone realizes it.

    Episode Sponsor:
    Presented by 1-800 Call Lee — South Florida’s trusted personal injury team. Learn more at calllee.com.

    Contact Rachel Sobel:
    Email: rachel@whineandcheezits.com
    Website: www.whineandcheezits.com
    Facebook: Whine and Cheez - its by Rachel Sobel
    Instagram: @whineandcheezits
    TikTok: @rachel.sobel.writes

    Contact Dale McLean:
    Email: dance715@aol.com
    Website: dalethehost.com
    Instagram: @UptownDale

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    38 mins
  • S4 Ep. 14 - Uncle Dale Reporting for Duty to Parent Rachel's Teenager
    Feb 10 2026

    Rachel and Dale are basically walking proof that a long friendship can stay truly platonic, but we still have to ask the obvious question. Is that rare for a reason, or are people just messy with boundaries.

    We start with real life stuff like parenting a teenager and trying to keep your cool without losing your mind, then we get into the kind of family dynamics that can quietly ruin a relationship. The Beckham wedding drama turns into a bigger convo about in laws, control, and what happens when someone steals the spotlight in a moment that is not theirs.

    From there it turns into our favorite kind of chaos. Nostalgia about bar and bat mitzvah dances that forced kids to actually interact, the way phones changed socializing, and the random pop culture spiral that somehow ends with Florida headlines, rich people problems, and a woman suing a country club over a defective bagel.

    It is funny, a little unhinged, and weirdly honest in the way real friendships actually sound.

    Episode Sponsor:
    Presented by 1-800 Call Lee — South Florida’s trusted personal injury team. Learn more at calllee.com.

    Contact Rachel Sobel:
    Email: rachel@whineandcheezits.com
    Website: www.whineandcheezits.com
    Facebook: Whine and Cheez - its by Rachel Sobel
    Instagram: @whineandcheezits
    TikTok: @rachel.sobel.writes

    Contact Dale McLean:
    Email: dance715@aol.com
    Website: dalethehost.com
    Instagram: @UptownDale

    Show More Show Less
    41 mins
  • S4 Ep. 13 - What Is the Right Thermostat Temperature for a Relationship?
    Feb 3 2026

    Rachel and Dale start with a very serious debate about air conditioning etiquette and what counts as “acceptable” when it comes to temperature, then spiral into snow angels, South Florida winters, and whether TikTok is ruining everyone’s attention span. Rachel’s daughter joins the chaos with peak teen honesty, including what’s officially cringy, what’s not, and why adults love acting like their era was superior. Along the way they get into astrology arguments, aliens among us, the weird politeness of sending dates home with goodie bags, and a surprisingly intense take on death row last meals. Plus, one extremely necessary rule about bathroom conversations that should not need explaining.

    Episode Sponsor:
    Presented by 1-800 Call Lee — South Florida’s trusted personal injury team. Learn more at calllee.com.

    Contact Rachel Sobel:
    Email: rachel@whineandcheezits.com
    Website: www.whineandcheezits.com
    Facebook: Whine and Cheez - its by Rachel Sobel
    Instagram: @whineandcheezits
    TikTok: @rachel.sobel.writes

    Contact Dale McLean:
    Email: dance715@aol.com
    Website: dalethehost.com
    Instagram: @UptownDale

    Show More Show Less
    38 mins
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