The Player's Box

This week on The Player’s Box, we recap our live event last week where Madi had a food related meltdown, Des and Jenny had a sister moment in public and Jess nailed the hardest name known to man. And something happens to someone in a car, probably.  Also, Wimbledon week one, and red and yellow cards.   Our merch is still live! Go to theplayersboxpod.com and grab yours now. Patreon members get a sp...

This week on The Player’s Box Jess and Des had an upsetting symphony behind them during Phantom of the Opera, Madi is going to handle the group dinner planning and the podcast team will be buying Jenny a bus pass and confiscating her keys.  Plus, taste testing pastries, the grass court season and proper or problematic Wimbledon traditions.  Thank you to our sponsor and host for this episode, World...

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.co...

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 fre...

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: Qu...

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/ C...

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 re...

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 a...

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 fo...

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 Insta...

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...

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 I...

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....

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...

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...

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...

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_Bra...

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 h...

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...

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 @...

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 th...

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 @...

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...

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 In...

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