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The Player's Box

The Player's Box

Keys, Pegula, Brady, Krawczyk 45 Episodes Oct 13, 2026

Think you know your favorite athletes? You’ve seen them on the court, but what about the mishaps, late nights, and unexpected encounters that happen before the game starts? Step inside the world of tennis with Madison Keys, Jessica Pegula, Jennifer Brady, and Desirae Krawczyk as they pull back the curtain on life behind the scenes. From breaking down the game to sharing wild travel stories, pop culture takes, and plenty of fan Q&As, it’s your all-access pass to life beyond the baseline. The Players Box drops every Tuesday—grab your seat courtside.

Episodes

61 | Halloween Trivia & Tennis Headlines
61 | Halloween Trivia & Tennis Headlines Oct 13, 2026 3227 This week on The Player’s Box we’re down a Des again (hopefully for the last time), we learn Jess and Jenny do not know Halloween trivia nor what a witch sounds like while Madi is basically Queen of the season, we cover tennis headlines and end on a very hot take about TV from Jenny.  Thank you to our sponsors: - Quince - head to https://quince.com/playersbox for free shipping on your order
60 | Google Search History & Rants
60 | Google Search History & Rants Oct 6, 2026 3539 This week on the Player’s Box we lose Des to bad WiFi, investigate everyone’s recent Google search history (shockingly on brand) and introduce a segment of rants where we learn the pod ranges from "Alexa is always listening" to full pro-robot. Thank you to our sponsors: - Quince - head to https://quince.com/playersbox for free shipping on your order and 365 day returns - OneSkin - Get 15% off O
59 | What’s My Number & Sweater Weather
59 | What’s My Number & Sweater Weather Sep 29, 2026 3770 This week might be one of the most chaotic weeks in Player’s Box history. Someone needs to run Jenny through concussion protocol, Jess is gaslit, Madi is offended and Des is up too early for this nonsense.  Also, tennis headlines, fall favorites and some low stakes advice.  Thank you to our sponsors: - Quince - head to https://quince.com/playersbox for free shipping on your order and
58 | US Open Fines & More from History
58 | US Open Fines & More from History Sep 22, 2026 3062 This week on The Player’s Box ice cream melted, someone tried to fill up an electric car with gas, someone got burned and someone lingered. You be the judge!  We also discuss all of the recent US Open fines plus the biggest fines from tennis history.  Connect with the show and hosts on Instagram at: @MadisonKeys @JPegula @Jenny_Brady7 @Des_Krawczyk11 @ThePlayersBoxPod Submit fan
57 | US Open Wrap Up & Home Design
57 | US Open Wrap Up & Home Design Sep 15, 2026 3863 This week on The Player’s Box Jenny has car karma, go to Jess if you’d like museum tickets she probably has extra, Des attempted an art project and Madi is living in windshield final destination.  Plus, a US Open wrap up, Madi was in Architectural Digest and we learn about everyone’s homes.  Grab our new merch before the store closes on 9/20! Purchase here: https://theplayersboxpodcast
56 | Josh Allen in The Player’s Box & US Open Updates
56 | Josh Allen in The Player’s Box & US Open Updates Sep 6, 2026 3619 In honor of football Sunday, we’re dropping this episode a little early. The entire Player’s Box team pulled off the surprise of the podcast bringing Josh Allen in to surprise Jenny. Everyone panics, Jenny is confused and then we recap how we pulled it off.  Also, Josh plays some tennis trivia, goes through girl dad training camp and gives us his own UFE. Then we give some US Open updates.&n
55 | Live from New York: US Open, NYC Bucket List & Confessions
55 | Live from New York: US Open, NYC Bucket List & Confessions Sep 1, 2026 3524 The Player’s Box is live this week to kick off the US Open and half the pod almost didn’t make it since Jenny’s plane almost ran out of fuel (at least it wasn’t a car) and Des sat at the wrong gate for the wrong delayed flight. Jess has a live Unforced Error while Madi’s match was used as someone’s personal remote office.  Plus, tennis headlines and best US Open and NYC memories.  Than
54 | Cincinnati Open & One Year of The Player’s Box
54 | Cincinnati Open & One Year of The Player’s Box Aug 25, 2026 3550 This week we walk down a year of memory lane on the pod with Jenny’s bloopers, Madi’s anti-lingering, Jess’s tech issues and Des trying to get us cancelled and yet we’ve never missed an episode.  Also, Cincinnati Open and more tennis headlines.  Thank you to our episode sponsor, Amazon Health AI. Amazon Health AI can connect your symptoms with your medical history and it can even get y
53 | Cincinnati Open, Queen City & Fan UFEs
53 | Cincinnati Open, Queen City & Fan UFEs Aug 18, 2026 2916 This week on The Player’s Box we’re just going to stop letting the group chat leave the house because there’s food spilled all over the grocery store, drinks spilled on themselves, Ubers hitting objects on highways and cancelled flights. The luck is not with the group.  Plus, Cincinnati Open updates and some games for the Queen City.  Thank you to our episode sponsor, Amazon Health AI.
52 | Toronto Updates & Canada Games
52 | Toronto Updates & Canada Games Aug 11, 2026 2955 This week on The Player’s Box Madi received the world’s most expensive pack of Clorox wipes, Jess returns to the Florida DMV (iykyk), and Jenny gives Des a new last name.  Thank you to our episode sponsor, Amazon Health AI. Amazon Health AI can connect your symptoms with your medical history and it can even get you care, 24/7. Learn more at: https://health.amazon.com/prime/onemedical/members
51 | Tennis Updates & What’s Streaming
51 | Tennis Updates & What’s Streaming Aug 4, 2026 3602 This week on The Player’s Box we are anti-slipper as they caused Jenny to get strep throat and Jess to step on glass. Madi was ready to call anyone and everyone involved in a recent documentary and Des bought a puzzle that was 80% sky.  Plus, some tennis updates, upcoming tournaments, and thoughts on true crime documentaries.  If you want to leave us a voicemail, join us over on Patreo
50 | Memphis and DC Tournaments & Trivia
50 | Memphis and DC Tournaments & Trivia Jul 28, 2026 3174 This week on The Player’s Box Jenny is in a club with slippers, Des killed all of her plants, Jess lost multiple iPad cases multiple times and Madi didn’t sleep for basically two full days. Everyone is doing great. Also, tennis-ish headlines and some Memphis and DC based trivia in honor of the tournaments this week.  Thank you to our episode sponsor, Amazon Health AI. Amazon Health AI can c

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