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PODCAST

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

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All Episodes

51:36

10 | Halloween Stories, Social Media & Confessions

The Player"s Box ·

2025/10/28

This week, Jess, Jenny, Madi and Des dive into Halloween stories and what they like (and don’t like) about this season. Then, they chat about recent gambling news that broke in the NBA, leading them to some of the comments they have to constantly deal with on social media. We end with some on court confessions and fan questions. Connect with the show and hosts on Instagram at: @MadisonKeys @JPegula @Jenny_Brady7 @Des_Krawczyk11 @ThePlayersBoxPod Submit fan questions to

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53:58

9 | Six Kings Slam, Fitness Trends & Confessions

The Player"s Box ·

2025/10/21

This week everyone is back together as Des updates us on how things are going in Japan. They talk about their thoughts on the Six Kings Slam before jumping into fitness trends, training and confessions. 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

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49:19

8 | Staying Motivated & Speaking Gen Z

The Player"s Box ·

2025/10/14

Jess, Jenny and Madi are without Des this week due to navigating four different timezones. They dive into how to stay motivated towards the end of the year, anti-doping testing stories and more. Then, they take their swing at Gen Z slang. Connect with the show and hosts on Instagram at: ⁠⁠⁠⁠⁠⁠⁠MadisonKeys⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠JPegula⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠Jenny_Brady7⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠Des_Krawczyk11⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠ThePlayersBoxPod⁠⁠⁠⁠⁠⁠ Submit fan questions

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56:45

7 | WTA Finals, Fan Gifts & Recording Internationally

The Player"s Box ·

2025/10/07

Join Jess and Des in China and Madi and Jenny in the States as they battle WiFi, lags and recording across the globe from each other. They cover recent tennis news, the WTA Finals, meeting fans at the China Open 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

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49:42

6 | Friendship Origin Stories, Socializing on Tour &...

The Player"s Box ·

2025/09/30

Jenny and Madi are on their own this week because Jess and Des couldn’t connect from Beijing. We learn more about where their friendship started and how it’s changed and developed over the years. Then we go into fan questions and end on a Jess and Des update from China! Connect with the show and hosts on Instagram at: ⁠⁠⁠⁠⁠MadisonKeys⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠JPegula⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠Jenny_Brady7⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠Des_Krawczyk11⁠⁠⁠⁠⁠ ⁠⁠⁠⁠ThePlayersBoxPod⁠⁠⁠⁠ Submit fan questions

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59:59

5 | Unforced Errors, Billie Jean King Cup and Travel...

The Player"s Box ·

2025/09/23

On this week’s episode Jess, Madi, Jenny and Des kick things off with a new segment of Unforced Errors where they discuss what went wrong during their weeks. Then they go into the Billie Jean King Cup and details about their upcoming trips to China. Giveaway announcement! Be sure to follow @theplayersboxpod on Instagram and then subscribe on The Player’s Box YouTube page and leave a comment on this episode for the chance to win some surprise giveaways! Connect with the show and hosts on

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42:53

4 | Dating on the Tour, Travel Pet Peeves & Best Slam

The Player"s Box ·

2025/09/16

Join Madi, Jess, Des and Jenny this week as they discuss the challenges of dating on the tour, all of their travel pet peeves as they prepare to head to China and then answer some great fan questions about each other’s best shots and the best grand slam. 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

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63:53

3 | US Open Wrap Up, Breaks During a Match and What’s...

The Player"s Box ·

2025/09/09

Join Jess, Madi, Jenny and Des as they do their final recap of their time at the US Open — including their peaks and pits, watching the semi-finals and all of the influencers and celebrities spotted at the tournament. 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

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57:38

2 | US Open Match Updates, Most Likely To and...

The Player"s Box ·

2025/09/02

On this week’s episode of The Player’s Box, Jess, Madi, Des and Jenny recap their time so far at the US Open. Then, you get to know The Player’s Box with a round of most likely to questions. They also encounter the most wild fan question and answer session yet. 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

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63:31

1 | US Open Highlights, Celeb Encounters and Tough...

The Player"s Box ·

2025/08/26

On the premiere episode of The Player’s Box, hosts Madison Keys, Jessica Pegula, Jennifer Brady and Desirae Krawczyk break down everything you should know heading into the US Open. They talk scheduling, kits and some of the toughest moments from past years. This episode is sponsored by Dragos Capital - we acquire businesses and real estate from owners ready for their next chapter. Connect with us at DragosCapital.com Connect with the show and hosts on Instagram at: ⁠MadisonKeys⁠

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22:31

Bonus - Why We Started The Player’s Box

The Player"s Box ·

2025/08/26

Madi, Jess, Jenny and Des take you from the group chat to the creation of the podcast — what made them finally launch one after years of talking about it? Plus, fan questions! This episode is sponsored by Dragos Capital - we acquire businesses and real estate from owners ready for their next chapter. Connect with us at DragosCapital.com Connect with the show and hosts on Instagram at: MadisonKeys JPegula Jenny_Brady7 Des_Krawczyk11 ThePlayersBoxPod Submit fan questions

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0:44

The Player's Box Trailer

The Player"s Box ·

2025/08/24

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, Jenny 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

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