The Player's Box - podcast cover

The Player's Box

Keys, Pegula, Brady, Krawczyk
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.
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Episodes

43 | Roland Garros Week Two & More Headlines

This week on The Player’s Box Jess is a brand rep for the Florida DMV while simultaneously the DMV seems to think Madi is a bot, if you see Jenny trying to break into your car get in line, and Des opted for a bike amongst football chaos. This podcast is not sponsored by the DMV or automobiles. Also, Roland Garros week two, tennis headlines, and an update from Jenny. Thank you to our sponsors: Quince - head to quince.com/playersbox for free shipping on your order and 365 day returns OneSkin - Get...

Jun 09, 20261 hr 1 min

42 | Roland Garros Week One & Rank and Reveal

This week on The Player’s Box Des and Jenny’s hypothetical celebrity dreams come true, headphones couldn’t save Jess from flying with the world’s most annoying couple and Madi resumes her role as our featured Bravo historian. Also, Roland Garros week one headlines and we play Rank and Reveal for some dream scenarios. Be sure to check out all of our sponsors at: https://www.theplayersboxpod.com/ Connect with the show and hosts on Instagram at: @MadisonKeys @JPegula @Jenny_Brady7 @Des_Krawczyk11 @...

Jun 02, 20261 hr 1 min

41 | Live from Paris: Roland Garros & Travel Days

This week on The Player’s Box we’re live from stage and a TV where we learn that Madi won’t even glamp (it’s still outdoors), Jenny was asked to not return to French class, don’t come between Jess and her breakfast and Des not only travels with a full living room but also 11 toiletry bags. Thank you to our sponsor and host for this episode, World of Hyatt, whose loyalty program is designed to reward members with hotel stays, benefits, and curated travel experiences. This collaboration gives list...

May 26, 20261 hr 9 min

40 | Tennis Updates & Top 5 Horror Movies

This week on The Player’s Box we learn everything not to do if you want to stay on the pod’s good side, including sending Jenny a voice memo with words, FaceTiming Jess, giving Madi a bad dessert, and asking Des “hey can you talk?” Also, tennis headlines of the week, our Top 5 Horror Movies and more low stakes advice! Please join us over on Patreon for The Player’s Box Social Club with ad-free and exclusive bonus content at patreon.com/theplayersbox You can find a list of our sponsors with promo...

May 19, 202651 min

39 | Italy, Iconic Movies & Met Gala

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 PLAYERSB...

May 12, 202653 min

38 | Rome, Pet Peeves & Low Stakes Advice

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...

May 05, 20261 hr 2 min

37 | Madrid Open, Spring Cleaning & Hallelujah

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 ...

Apr 28, 20261 hr 1 min

36 | Tennis Headlines, Horoscopes & Europe

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 question...

Apr 21, 202658 min

35 | Charleston Champions Corner, The Hot Seat & Europe

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://thepl...

Apr 14, 202645 min

34 | Charleston Open, Clay Season & Reality TV

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 e...

Apr 07, 20261 hr 2 min

33 | Alex Eala in The Player’s Box

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 @De...

Mar 31, 202658 min

32 | Miami Open Week One

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 @ThePlaye...

Mar 24, 202653 min

31 | Miami Open Memories & Indian Wells Headlines

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 ...

Mar 17, 202646 min

30 | Indian Wells Update, Combined 1000s & Sam Querrey Joins

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...

Mar 10, 202657 min

29 | Indian Wells Memories, Headlines & More

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 Kl...

Mar 03, 20261 hr

28 | Dubai Recap & Olympic Memories

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 Co...

Feb 24, 202659 min

27 | Iva Jovic in The Player’s Box

In this episode, rising tennis star Iva Jovic discusses her Grand Slam quarter-final appearance and rapid rise in rankings, offering insights into her career journey. She shares a comical "unforced error" about a neighbor's complaint and participates in "Finish the Sentence" and "Prescribe the Vibe" games, revealing personal preferences and tour challenges. The hosts also dive into current tennis headlines, Winter Olympics drama, and provide veteran advice on adapting to professional tennis life.

Feb 17, 20261 hr 5 min

26 | Hot Takes & Middle East Tournament Updates

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 Col...

Feb 10, 20261 hr 14 min

25 | AO Recap, Tennis Calendar & Cheesy Apple Pie

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 ...

Feb 03, 20261 hr 4 min

24 | Australian Open Headlines

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...

Jan 27, 202657 min

23 | Australian Open 4th Round Preview - Madi vs. Jess

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

Jan 25, 202622 min

22 | Australian Open, One Point Slam & Tennis Headlines

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....

Jan 20, 20261 hr 8 min

21 | Brisbane Recap, United Cup & Australian Survivor

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@gm...

Jan 13, 20261 hr 4 min

20 | Coco Gauff in The Player’s Box

Tennis star Coco Gauff visits The Player's Box for a fun-filled episode. She recounts hilarious "unforced errors" like a spiked hot chocolate mishap and engages in a lively round of "Never Have I Ever" with the hosts. They also dive into Coco's favorite 2025 season moments, her involvement in kit design, and play "Coco or No-Go" to evaluate current social media trends and tennis personalities.

Jan 06, 20261 hr 3 min

19 | Mini Episode - Fan Questions!

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

Dec 30, 202530 min

18 | Mini Holiday Episode - Trivia!

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 Re...

Dec 23, 202535 min

17 | Offseason Training, Holiday Gift Guides & Year End Awards

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: @M...

Dec 16, 202555 min

16 | Group Chat Who Said It, Exhibitions & Missing Holidays

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 ...

Dec 09, 20251 hr 15 min

15 | Thanksgiving Traditions, This or That & Buffalo

This episode features the hosts discussing their varied Thanksgiving plans and family traditions, from favorite dishes like apple pie with cheese to logistical challenges for tennis players. They play a lively "This or That" game and imagine their ideal Thanksgiving dinner guests. The conversation also delves into the complexities of athlete interactions with autograph seekers, balancing fan engagement with personal boundaries, before wrapping up with the latest tennis headlines and their shared love for reality TV.

Dec 02, 20251 hr 2 min

14 | Tennis Headlines, Most Likely To & Who Am I

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 Har...

Nov 25, 20251 hr 1 min
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