Claim OwnershipThe Player's Box
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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.
33 Episodes
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This week on The Player’s Box Jenny used to love a Miami club, Madi agrees to willingly go for a run outside, Jess autographed her own wedding picture and Des is seconds away from being gifted a froze all day t-shirt.
Also, a look back at the headlines as Indian Wells wrapped up, and a look ahead at the Miami Open.
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
This week on The Player’s Box Jenny has a lot of superstitions specifically about towels, Madi almost missed a practice due to a sarcasm error, Des really wants you all to comment in the comments and Jess accidentally posted an X rated sponsor to promote the podcast.
Also, all things Indian Wells and Sam Querrey joins to discuss Nothing Major’s Hottie Coaches Bracket.
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
This week on The Player’s Box Madi is LIVID, Des hit Andy Roddick with a flag, Jess joined an 8pm recording at 7pm and Jenny is coming to us live from the back seat of a rental car.
Also, tennis headlines and a look back at the best Indian Wells memories.
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
Today on The Player’s Box Jess is Miss Incredible, Madi was completely neglected by the entire podcast team, Des is still celebrating her birthday and Jenny had an unforced error in a car…again.
Also, Jess’s recap on winning Dubai, tennis headlines, Olympic memories and 2026 storylines and more.
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
Today we have a very special guest joining us in The Player’s Box — Iva Jovic!
Jenny may be the new Quad God, Madi continues to be running’s biggest anti, Jess’s entire algorithm is Olympics drama, Des continues to be the reigning Gilmore Girls trivia champ and Iva’s singing almost got a disturbance call?
Also, we get to know Iva, play some games and dive into all of the tennis headlines from the past 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
This week Des booked the same flight three times, Jess just wants a classic Marriott breakfast buffet and tensions rise as Jenny and Madi fight for their lives to describe girl pockets.
Plus, updates on the Middle East tournaments, Des making the semis in Abu Dhabi and what’s next for everyone.
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
This week is the moment you’ve all been waiting for as Madi takes a bite of Jess’s cheese pie. Does she love it? Hate it? Does her face go through 17 different emotions while chewing? Watch and find out.
Also, Jenny is back at it on the court and still bickering with Des off of it, Jess stole someone’s (middle?) seat on her flight and Des calls out her wooden spoon situation.
Also, an AO round up, discussion of cameras at tournaments and what’s next.
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
This week we have some wild reveals like Jenny and Jess’s ideal high fashion sponsors (Ralph Lauren and Reese’s?), Des learns she may have broken Madi’s one player’s box rule and Madi lets all of us know what she’s learned from the podcast….spoiler: lots of patience is required.
They also give a recap of all of the Australian Open headlines up to this point!
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
We’re releasing a special pre-match minisode this week to acknowledge the first ever Player’s Box on court match. Madi and Jess up the stakes with cheese pie (a potential poisoning) and a Kelce jersey? Then, Jenny and Des choose their fighter, Madi or Jess, in a battle of absurd circumstances.
Learn more about your ad choices. Visit megaphone.fm/adchoices
This week Madi gives us an update from her time in Australia including her McDonald’s order, Jess attended a musical down under, Jenny is Vegemite’s biggest fan and Des gives us the rundown on how you (controversially) play Rock Paper Scissors
Plus, tons of tennis headlines and AO memories.
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
We learn a lot in this episode of The Player’s Box. In summary: Des would die in humidity, Jenny would win Naked and Afraid, Madi just wants to drink a spritz on the patio and Jess would win Traitors, maybe while holding a lizard.
Tune in to learn why, and also catch up on their time in Australia and all of the recent tennis headlines.
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
Coco Gauff is our first-ever guest on The Player’s Box! Jess, Madi, Jenny and Des put their coolness to the test in a game of Coco or No-Go, they all play a game of Never Have I Ever, and Coco brings her very own Who Am I to the episode. They also, of course, chat about the 2025 tennis season.
You can purchase Player’s Box merch here: linktr.ee/theplayersboxpod
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 and John Gurney. It is Executive Produced by Harris Lane, Rhapsody Voices and Rewired Talent.
Learn more about your ad choices. Visit megaphone.fm/adchoices
We’re off this week for New Years, but wanted to give you some Player’s Box to hold you over. Jess, Madi, Jenny and Des answer your fan questions. We’re back with regular episodes next week with a very special guest - Coco Gauff!
Learn more about your ad choices. Visit megaphone.fm/adchoices
We’re off this week for the holidays, but we wanted to make sure you had a little Player’s Box to hold you over. Jenny and Jess face Madi and Des in a trivia showdown and their competitiveness comes out to play.
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 and John Gurney. It is Executive Produced by Harris Lane, Rhapsody Voices and Rewired Talent.
Learn more about your ad choices. Visit megaphone.fm/adchoices
This week Jess, Madi, Jenny and Des talk about their offseason training and schedules as they prepare for 2026. They vote on the first official Player’s Box Year End Awards, which cover this year’s tennis highlights. They also go through their holiday gift guides — which Player’s Box host would you want to be your Secret Santa? You can find links to their gift guides on the Player’s Box Amazon Storefront here: https://linktr.ee/theplayersboxpod
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 and John Gurney. It is Executive Produced by Harris Lane, Rhapsody Voices and Rewired Talent.
Learn more about your ad choices. Visit megaphone.fm/adchoices
This week Jess, Madi, Jenny and Des catch us up on their Thanksgivings, their time in Buffalo and what it’s like to miss holidays due to their schedules. Then, they play a game of Group Chat Who Said It where they have to guess who sent out of context texts from the Player’s Box group chat.
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 and John Gurney. It is Executive Produced by Harris Lane, Rhapsody Voices and Rewired Talent.
Learn more about your ad choices. Visit megaphone.fm/adchoices
This week we recorded before Thanksgiving so Jess, Madi, Jenny and Des discuss their plans, their favorite traditions and foods (who agrees with cheese on apple pie?). Then they discuss their upcoming trip to Buffalo before getting into this week’s Who Am I and fan questions.
To learn more about A Lending Paw and donate, please visit: https://www.alendingpaw.com/donate
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 and John Gurney. It is Executive Produced by Harris Lane, Rhapsody Voices and Rewired Talent.
Learn more about your ad choices. Visit megaphone.fm/adchoices
This week Jess, Madi, Jenny and Des cover all of the major tennis headlines of the week. They then play a rapid fire game of most likely to - tennis edition. We end with a new game of Who Am I where they use 3 clues to describe another player.
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 and John Gurney. It is Executive Produced by Harris Lane, Rhapsody Voices and Rewired Talent.
Learn more about your ad choices. Visit megaphone.fm/adchoices
This week Jess, Madi, Jenny and Des play a big game of what would you do — tennis edition. They also dive into why there tends to be coaching changes at the end of the year, and how that process works. They end, of course, with 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 and John Gurney. It is Executive Produced by Harris Lane, Rhapsody Voices and Rewired Talent.
Learn more about your ad choices. Visit megaphone.fm/adchoices
This week Madi, Jess, Jenny and Des come together for a big end of year wrap up. First they discuss the WTA Finals and Jess and Madi chat about their time in Riyadh. Then, they chat about the ATP Finals before taking a look back on their seasons as a whole.
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 and John Gurney. It is Executive Produced by Harris Lane, Rhapsody Voices and Rewired Talent.
Learn more about your ad choices. Visit megaphone.fm/adchoices
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