The Player's Box

45 | Out of Context Texts & Grass Court Season 23.06.2026 43мин

This week on The Player’s Box we learn Jess’s other job for the pod, Madi’s passion for the Super Bowl, why the entire group chat turned on Des and whether Jenny is a good singer. Also, all of the recent tennis headlines of the week. To see more out of context texts, plus bonus content and ad-free listening, head to Patreon.com/theplayersbox 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 PLAYERSBOX at oneskin.co/playersbox #oneskinpod 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

44 | Hannah Berner in The Player’s Box 16.06.2026 1ч 7мин

This week on The Player’s Box Jenny invites strangers into the bathroom, Madi’s legal at the DMV again but now has no air in her tires, Des comes to us mid-recording from the locker room and Hannah and Jess are lifelong doubles partners. Plus, Hannah’s tennis journey and all about her new Hulu special, None of my Business. 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 PLAYERSBOX at oneskin.co/playersbox #oneskinpod 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

43 | Roland Garros Week Two & More Headlines 09.06.2026 1ч 1мин

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 15% off OneSkin with the code PLAYERSBOX at oneskin.co/playersbox #oneskinpod Omaha Steaks - Get flavorful, high-quality proteins delivered by visiting omahasteaks.com plus $35 off when you use promo code PLAYERSBOX 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

42 | Roland Garros Week One & Rank and Reveal 02.06.2026 1ч 1мин

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 @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

41 | Live from Paris: Roland Garros & Travel Days 26.05.2026 1ч 9мин

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 listeners access to premium, money-can’t-buy experiences that feel exclusive, memorable, and uniquely tailored to fans who value exceptional travel. For more information or to join World of Hyatt, please visit world.hyatt.com. Please join us over on Patreon for The Player’s Box Social Club with ad-free and exclusive bonus content at patreon.com/theplayersbox Thank you to our other 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 PLAYERSBOX at oneskin.co/playersbox #oneskinpod Huel - Get Huel today with our exclusive offer of 15% off online with code PLAYERSBOX at huel.com/PLAYERSBOX Omaha Steaks - Get flavorful, high-quality proteins delivered by visiting omahasteaks.com plus $35 off when you use promo code PLAYERSBOX Warby Parker - Buy one prescription pair of glasses and get 20% off any additional prescription pairs at WarbyParker.com/PLAYERSBOX 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

40 | Tennis Updates & Top 5 Horror Movies 19.05.2026 51мин

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 codes at theplayersboxpod.com 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

39 | Italy, Iconic Movies & Met Gala 12.05.2026 52мин

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 PLAYERSBOX at oneskin.co/playersbox #oneskinpod Warby Parker - Buy one prescription pair of glasses and get 20% off any additional prescription pairs at WarbyParker.com/PLAYERSBOX Huel - Get Huel today with our exclusive offer of 15% off online with code PLAYERSBOX at huel.com/PLAYERSBOX Omaha Steaks - Get flavorful, high-quality proteins delivered by visiting omahasteaks.com plus $35 off when you use promo code PLAYERSBOX 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

38 | Rome, Pet Peeves & Low Stakes Advice 05.05.2026 1ч 2мин

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 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

37 | Madrid Open, Spring Cleaning & Hallelujah 28.04.2026 1ч

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

36 | Tennis Headlines, Horoscopes & Europe 21.04.2026 57мин

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

35 | Charleston Champions Corner, The Hot Seat & Europe 14.04.2026 45мин

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

34 | Charleston Open, Clay Season & Reality TV 07.04.2026 1ч 2мин

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

33 | Alex Eala in The Player’s Box 31.03.2026 57мин

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

32 | Miami Open Week One 24.03.2026 52мин

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

31 | Miami Open Memories & Indian Wells Headlines 17.03.2026 45мин

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 10.03.2026 56мин

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 03.03.2026 59мин

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 24.02.2026 59мин

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 17.02.2026 1ч 4мин

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 10.02.2026 1ч 13мин

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