The Player's Box

37 | Madrid Open, Spring Cleaning & Hallelujah

Tue, 28 Apr 2026 10:00:00 -0000

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 edited by Marc Colcer. It is Executive Produced by Dani Klupenger, Harris Lane, Rhapsody Voices and Rewired Talent.

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36 | Tennis Headlines, Horoscopes & Europe

Tue, 21 Apr 2026 10:00:00 -0000

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 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.

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35 | Charleston Champions Corner, The Hot Seat & Europe

Tue, 14 Apr 2026 10:00:00 -0000

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://theplayersboxpodcast22026.itemorder.com/shop/home/

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.

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34 | Charleston Open, Clay Season & Reality TV

Tue, 07 Apr 2026 10:00:00 -0000

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 edited by Marc Colcer. It is Executive Produced by Dani Klupenger, Harris Lane, Rhapsody Voices and Rewired Talent.

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33 | Alex Eala in The Player’s Box

Tue, 31 Mar 2026 10:00:00 -0000

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

@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.

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32 | Miami Open Week One

Tue, 24 Mar 2026 10:00:00 -0000

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

@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.

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31 | Miami Open Memories & Indian Wells Headlines

Tue, 17 Mar 2026 10:00:00 -0000

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

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

Tue, 10 Mar 2026 10:00:00 -0000

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

29 | Indian Wells Memories, Headlines & More

Tue, 03 Mar 2026 11:00:00 -0000

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

28 | Dubai Recap & Olympic Memories

Tue, 24 Feb 2026 11:00:00 -0000

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

27 | Iva Jovic in The Player’s Box

Tue, 17 Feb 2026 11:00:00 -0000

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

26 | Hot Takes & Middle East Tournament Updates

Tue, 10 Feb 2026 11:00:00 -0000

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

25 | AO Recap, Tennis Calendar & Cheesy Apple Pie

Tue, 03 Feb 2026 11:00:00 -0000

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

24 | Australian Open Headlines

Tue, 27 Jan 2026 11:00:00 -0000

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

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

Sun, 25 Jan 2026 15:00:00 -0000

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.

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22 | Australian Open, One Point Slam & Tennis Headlines

Tue, 20 Jan 2026 11:00:00 -0000

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

21 | Brisbane Recap, United Cup & Australian Survivor

Tue, 13 Jan 2026 11:00:00 -0000

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

20 | Coco Gauff in The Player’s Box

Tue, 06 Jan 2026 11:00:00 -0000

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

19 | Mini Episode - Fan Questions!

Tue, 30 Dec 2025 11:00:00 -0000

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!

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18 | Mini Holiday Episode - Trivia!

Tue, 23 Dec 2025 11:00:00 -0000

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

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

Tue, 16 Dec 2025 11:00:00 -0000

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

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

Tue, 09 Dec 2025 11:00:00 -0000

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

15 | Thanksgiving Traditions, This or That & Buffalo

Tue, 02 Dec 2025 11:00:00 -0000

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

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

Tue, 25 Nov 2025 11:00:00 -0000

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

13 | What Would You Do & Winners of the Week

Tue, 18 Nov 2025 11:00:00 -0000

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

12 | Riyadh Wrap Up & End of Season Reflections

Tue, 11 Nov 2025 11:00:00 -0000

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

11 | Riyadh, Egg Freezing & Embarrassing Moments

Tue, 04 Nov 2025 11:00:00 -0000

This week, Jess and Madi come to us from Riyadh and give us an update on all of the pre-event details including the behind-the-scenes of their photoshoot. Then, Des gives us an update on her recent egg freezing journey and we hear Jenny’s most embarrassing locker room moment.

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

10 | Halloween Stories, Social Media & Confessions

Tue, 28 Oct 2025 10:00:00 -0000

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 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

9 | Six Kings Slam, Fitness Trends & Confessions

Tue, 21 Oct 2025 10:00:00 -0000

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:

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

8 | Staying Motivated & Speaking Gen Z

Tue, 14 Oct 2025 12:30:00 -0000

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:

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

7 | WTA Finals, Fan Gifts & Recording Internationally

Tue, 07 Oct 2025 10:00:00 -0000

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:

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

6 | Friendship Origin Stories, Socializing on Tour & China Update

Tue, 30 Sep 2025 10:00:00 -0000

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:

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

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

Tue, 23 Sep 2025 10:00:00 -0000

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 Instagram at:

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

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

Tue, 16 Sep 2025 10:00:00 -0000

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:

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

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

Tue, 09 Sep 2025 10:00:00 -0000

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:

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

2 | US Open Match Updates, Most Likely To and Choosing Balls

Tue, 02 Sep 2025 10:00:00 -0000

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:

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

1 | US Open Highlights, Celeb Encounters and Tough Moments

Tue, 26 Aug 2025 10:00:00 -0000

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:

Submit fan questions to ⁠theplayersboxpod@gmail.com⁠

This podcast is edited by Marc Colcer and John Gourney. It is Executive Produced by Harris Lane, Rhapsody Voices and Rewired Talent.

Learn more about your ad choices. Visit megaphone.fm/adchoices

Bonus - Why We Started The Player’s Box

Tue, 26 Aug 2025 09:59:00 -0000

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

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Submit fan questions to theplayersboxpod@gmail.com

This podcast is edited by Marc Colcer and John Gourney. It is Executive Produced by Harris Lane, Rhapsody Voices and Rewired Talent.

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The Player's Box Trailer

Sun, 24 Aug 2025 15:01:00 -0000

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 drops every Tuesday—grab your seat courtside.

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