Episodes

  • 39 | Italy, Iconic Movies & Met Gala

    39 | Italy, Iconic Movies & Met Gala
    May 12 2026
    This week on The Player’s Box Des wants a ball gown-y dress, Jenny invents an incredible new phrase, Jess supports announcing an Irish goodbye, and nothing is coming between Madi and Pretty Woman. Also, we play this or that with iconic movies, determine which Italian dishes are real or fake and give some more low stakes advice. Thank you to our sponsors: Quince - head to quince.com/playersbox for free shipping on your order and 365 day returns OneSkin - Get 15% off OneSkin with the code PLAYERSBOX at oneskin.co/playersbox #oneskinpod Warby Parker - Buy one prescription pair of glasses and get 20% off any additional prescription pairs at WarbyParker.com/PLAYERSBOX Huel - Get Huel today with our exclusive offer of 15% off online with code PLAYERSBOX at huel.com/PLAYERSBOX Omaha Steaks - Get flavorful, high-quality proteins delivered by visiting omahasteaks.com plus $35 off when you use promo code PLAYERSBOX Connect with the show and hosts on Instagram at: @MadisonKeys @JPegula @Jenny_Brady7 @Des_Krawczyk11 @ThePlayersBoxPod Submit fan questions to theplayersboxpod@gmail.com This podcast is edited by Marc Colcer. It is Executive Produced by Dani Klupenger, Harris Lane, Rhapsody Voices and Rewired Talent. Learn more about your ad choices. Visit megaphone.fm/adchoices
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    53 mins
  • 38 | Rome, Pet Peeves & Low Stakes Advice

    38 | Rome, Pet Peeves & Low Stakes Advice
    May 5 2026
    This week on the Player’s Box Des has some Rome adventures for the ages, Madi’s alive and thriving with her nightly gelato, Jenny is back in the car remembering Iggy and an app is bullying Jess. Also, tennis headlines of the week, our European pet peeves and a look ahead to Rome. You can find a list of our sponsors with promo codes at theplayersboxpod.com Connect with the show and hosts on Instagram at: @MadisonKeys @JPegula @Jenny_Brady7 @Des_Krawczyk11 @ThePlayersBoxPod Submit fan questions to theplayersboxpod@gmail.com This podcast is edited by Marc Colcer. It is Executive Produced by Dani Klupenger, Harris Lane, Rhapsody Voices and Rewired Talent. Learn more about your ad choices. Visit megaphone.fm/adchoices
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    1 hr and 2 mins
  • 37 | Madrid Open, Spring Cleaning & Hallelujah

    37 | Madrid Open, Spring Cleaning & Hallelujah
    Apr 28 2026
    This week on The Player’s Box the group decides Jess would be great on reality TV, Des accidentally broke into a stranger’s room, Madi’s back to slandering the wilderness and Jenny hit her head again…anything can happen in this episode! Plus, a recap of Madrid, headlines of the week and some great fan questions. Connect with the show and hosts on Instagram at: @MadisonKeys @JPegula @Jenny_Brady7 @Des_Krawczyk11 @ThePlayersBoxPod Submit fan questions to theplayersboxpod@gmail.com This podcast is edited by Marc Colcer. It is Executive Produced by Dani Klupenger, Harris Lane, Rhapsody Voices and Rewired Talent. Learn more about your ad choices. Visit megaphone.fm/adchoices
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    1 hr and 1 min
  • 36 | Tennis Headlines, Horoscopes & Europe

    36 | Tennis Headlines, Horoscopes & Europe
    Apr 21 2026
    This week it's Jenny and Des vs. modes of transportation as Jenny is back to causing chaos in her car and Des had to sprint through an airport to rescue a lost item. Meanwhile, Jess had a nail emergency and Madi brings an important spelling question to the pod debate floor. Also, tennis headlines, the group reads their horoscopes and a look forward to Europe! Connect with the show and hosts on Instagram at: @MadisonKeys @JPegula @Jenny_Brady7 @Des_Krawczyk11 @ThePlayersBoxPod Submit fan questions to theplayersboxpod@gmail.com This podcast is edited by Marc Colcer. It is Executive Produced by Dani Klupenger, Harris Lane, Rhapsody Voices and Rewired Talent. Learn more about your ad choices. Visit megaphone.fm/adchoices
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    58 mins
  • 35 | Charleston Champions Corner, The Hot Seat & Europe

    35 | Charleston Champions Corner, The Hot Seat & Europe
    Apr 14 2026
    This week we put Jess, Jenny, Madi and Des in the hot seat and we see what secrets they’re willing to reveal. Jenny does not like what The Rock is cooking, Jess was dared to send a flirty voice note, Des got scammed out of Sumo wrestling and Madi reignites her feud with the airline security who stole her gut string. Also, Jess and Des are Charleston Open winners, tennis headlines and what’s next. Don't forget a limited edition crewneck is available through April 19th! Grab it here: https://theplayersboxpodcast22026.itemorder.com/shop/home/ Connect with the show and hosts on Instagram at: @MadisonKeys @JPegula @Jenny_Brady7 @Des_Krawczyk11 @ThePlayersBoxPod Submit fan questions to theplayersboxpod@gmail.com This podcast is edited by Marc Colcer. It is Executive Produced by Dani Klupenger, Harris Lane, Rhapsody Voices and Rewired Talent. Learn more about your ad choices. Visit megaphone.fm/adchoices
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    45 mins
  • 34 | Charleston Open, Clay Season & Reality TV

    34 | Charleston Open, Clay Season & Reality TV
    Apr 7 2026
    This week on The Player's Box Des has our first ever live Unforced Error, Jess has a no bottoms moment (iykyk), someone in Europe is living with Jenny's identity and Madi performs a state of the union on Bravo drama. Also, an overview on the transition to clay season and all of the tennis headlines of the week. Connect with the show and hosts on Instagram at: @MadisonKeys @JPegula @Jenny_Brady7 @Des_Krawczyk11 @ThePlayersBoxPod Submit fan questions to theplayersboxpod@gmail.com This podcast is edited by Marc Colcer. It is Executive Produced by Dani Klupenger, Harris Lane, Rhapsody Voices and Rewired Talent. Learn more about your ad choices. Visit megaphone.fm/adchoices
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    1 hr and 2 mins
  • 33 | Alex Eala in The Player’s Box

    33 | Alex Eala in The Player’s Box
    Mar 31 2026
    This week we have a very special guest on The Player’s Box - Alex Eala! We also have a new host, Medison Cues, Jenny continues to catch lingering accusations, meanwhile Jess and Des decided to decorate Jess’s floors with a sea salt latte and Alex parle bien français? Also, we get to hear about Alex’s life growing up, her Philippines travel recommendations and we play a couple games to get to know her better. Connect with the show and hosts on Instagram at: @MadisonKeys @JPegula @Jenny_Brady7 @Des_Krawczyk11 @ThePlayersBoxPod Submit fan questions to theplayersboxpod@gmail.com This podcast is edited by Marc Colcer. It is Executive Produced by Dani Klupenger, Harris Lane, Rhapsody Voices and Rewired Talent. Learn more about your ad choices. Visit megaphone.fm/adchoices
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    58 mins
  • 32 | Miami Open Week One

    32 | Miami Open Week One
    Mar 24 2026
    This week on The Player’s Box Jenny basically moved into the Miami Open site, Jess brings us some gossip from the parking lot, Madi was signing body parts and Des accidentally got into a low speed car chase with the cops? Also, all of the insights from the Miami Open so far. Don’t forget merch is back! Grab it here by March 29th! https://theplayersboxpodcast2026.itemorder.com/shop/home/ Connect with the show and hosts on Instagram at: @MadisonKeys @JPegula @Jenny_Brady7 @Des_Krawczyk11 @ThePlayersBoxPod Submit fan questions to theplayersboxpod@gmail.com This podcast is edited by Marc Colcer. It is Executive Produced by Dani Klupenger, Harris Lane, Rhapsody Voices and Rewired Talent. Learn more about your ad choices. Visit megaphone.fm/adchoices
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    53 mins