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The Player's Box

by Keys, Pegula, Brady, Krawczyk

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Latest episodes

62 | Home Screens, Guess the Celeb & Rants

October 20, 2026 · 57 min

This week on The Player’s Box, the Guess my Number game went so well (poorly) that we attempted to play again by assigning each person a celebrity and it went about as well as you would expect (chaotically). Plus, we’re exposing everyone’s…
61 | Halloween Trivia & Tennis Headlines

October 13, 2026 · 54 min

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…
60 | Google Search History & Rants

October 6, 2026 · 59 min

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…
59 | What’s My Number & Sweater Weather

September 29, 2026 · 1 hr 3 min

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…
58 | US Open Fines & More from History

September 22, 2026 · 51 min

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…

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57 | US Open Wrap Up & Home Design

September 15, 2026 · 1 hr 4 min

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…
56 | Josh Allen in The Player’s Box & US Open Updates

September 6, 2026 · 1 hr 0 min

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…
55 | Live from New York: US Open, NYC Bucket List & Confessions

September 1, 2026 · 59 min

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…
54 | Cincinnati Open & One Year of The Player’s Box

August 25, 2026 · 59 min

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…
53 | Cincinnati Open, Queen City & Fan UFEs

August 18, 2026 · 49 min

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…
52 | Toronto Updates & Canada Games

August 11, 2026 · 49 min

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…
51 | Tennis Updates & What’s Streaming

August 4, 2026 · 1 hr 0 min

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%…

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About the show

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.