Podcast
The Player's Box
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.
- Episodes
- 66
- Releases
- Weekly
- Typical length
- 59 min
- On air since
- 2025
- Latest episode
- 17 hours ago
Episodes
66 episodes, newest first
-
1 hr 8 min
64 | Love is Blind Stay or Run & Advice Updates
Show notes
This week on The Player’s Box, we uncover some surprising opinions like who thinks a mattress on the floor with absolutely no other furniture is a green flag, and who is perfectly fine with their significant other going days without texting back. At least we all agree on social media etiquette, including exactly how many people is too many to follow before it becomes a red flag. And, of course, we’re all doing gorgina.
Don’t forget to grab your merch before the 8th! https://theplayersboxpodcast62026.itemorder.com/shop/home/
Thank you to our sponsors:
- Quince - head to https://quince.com/playersbox for free shipping on your order and 365 day returns
- OneSkin - Get 15% off OneSkin with the code PLAYERSBOX at https://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 https://megaphone.fm/adchoices
-
59 min
63 | Multitasking, Meltdowns & What’s the Password
Show notes
This week on The Player’s Box we learn that competition doesn’t stop at the court because fights ensue over a simple game of Password. Plus, we find out who can multitask, who can’t remember texts they sent an hour ago and who gets so distracted they end up just standing at the fridge.
Grab your merch here! http://theplayersboxpodcast62026.itemorder.com/shop/home
Thank you to our sponsors:
- Quince - head to https://quince.com/playersbox for free shipping on your order and 365 day returns
- OneSkin - Get 15% off OneSkin with the code PLAYERSBOX at https://oneskin.co/playersbox #oneskinpod
- Cure - Go to https://curehydration.com/playersbox and get 20% off your first order with 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 https://megaphone.fm/adchoices
-
57 min
62 | Home Screens, Guess the Celeb & Rants
Show notes
This week on The Player’s Box, the Guess my Number game went so well (poorly) that we attempted to play again by assigning each person a celebrity and it went about as well as you would expect (chaotically). Plus, we’re exposing everyone’s iPhone home screens: who has 6 pages of apps, whose is color categorized, who has an un-downloaded Seat Geek app front and center and whose screen saver came with the phone. Plus tennis headlines, a new rant and more.
Thank you to our sponsors:
- Quince - head to https://quince.com/playersbox for free shipping on your order and 365 day returns
- OneSkin - Get 15% off OneSkin with the code PLAYERSBOX at https://oneskin.co/playersbox #oneskinpod
- Cure - Go to https://curehydration.com/playersbox and get 20% off your first order with 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 https://megaphone.fm/adchoices
-
54 min
61 | Halloween Trivia & Tennis Headlines
Show notes
This week on The Player’s Box we’re down a Des again (hopefully for the last time), we learn Jess and Jenny do not know Halloween trivia nor what a witch sounds like while Madi is basically Queen of the season, we cover tennis headlines and end on a very hot take about TV from Jenny.
Thank you to our sponsors:
- Quince - head to https://quince.com/playersbox for free shipping on your order and 365 day returns
- OneSkin - Get 15% off OneSkin with the code PLAYERSBOX at https://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 https://megaphone.fm/adchoices
-
59 min
60 | Google Search History & Rants
Show notes
This week on the Player’s Box we lose Des to bad WiFi, investigate everyone’s recent Google search history (shockingly on brand) and introduce a segment of rants where we learn the pod ranges from "Alexa is always listening" to full pro-robot.
Thank you to our sponsors:
- Quince - head to https://quince.com/playersbox for free shipping on your order and 365 day returns
- OneSkin - Get 15% off OneSkin with the code PLAYERSBOX at https://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 https://megaphone.fm/adchoices
-
1 hr 3 min
59 | What’s My Number & Sweater Weather
Show notes
This week might be one of the most chaotic weeks in Player’s Box history. Someone needs to run Jenny through concussion protocol, Jess is gaslit, Madi is offended and Des is up too early for this nonsense.
Also, tennis headlines, fall favorites and some low stakes advice.
Thank you to our sponsors:
- Quince - head to https://quince.com/playersbox for free shipping on your order and 365 day returns
- Cure - Go to https://curehydration.com/playersbox and get 20% off your first order with promo code PLAYERSBOX.
- OneSkin - Get 15% off OneSkin with the code PLAYERSBOX at https://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 https://megaphone.fm/adchoices
-
51 min
58 | US Open Fines & More from History
Show notes
This week on The Player’s Box ice cream melted, someone tried to fill up an electric car with gas, someone got burned and someone lingered. You be the judge!
We also discuss all of the recent US Open fines plus the biggest fines from tennis history.
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 https://megaphone.fm/adchoices
-
1 hr 4 min
57 | US Open Wrap Up & Home Design
Show notes
This week on The Player’s Box Jenny has car karma, go to Jess if you’d like museum tickets she probably has extra, Des attempted an art project and Madi is living in windshield final destination.
Plus, a US Open wrap up, Madi was in Architectural Digest and we learn about everyone’s homes.
Grab our new merch before the store closes on 9/20! Purchase here: https://theplayersboxpodcast52026.itemorder.com/
Thank you to our sponsors:
• Quince - head to quince.com/playersbox for free shipping on your order and 365 day returns
• Cure - Go to curehydration.com/playersbox and get 20% off your first order with promo code PLAYERSBOX
• Bilt - Download the Bilt app and join membership for where you live at joinbilt.com/playersbox
• OneSkin - Get 15% off OneSkin with the code PLAYERSBOX at oneskin.co/playersbox #oneskinpodConnect 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 https://megaphone.fm/adchoices
-
1 hr
56 | Josh Allen in The Player’s Box & US Open Updates
Show notes
In honor of football Sunday, we’re dropping this episode a little early. The entire Player’s Box team pulled off the surprise of the podcast bringing Josh Allen in to surprise Jenny. Everyone panics, Jenny is confused and then we recap how we pulled it off.
Also, Josh plays some tennis trivia, goes through girl dad training camp and gives us his own UFE. Then we give some US Open updates.
Grab our new merch before the store closes on 9/13! Purchase here: https://theplayersboxpodcast52026.itemorder.com/
Thank you to our episode sponsor, Amazon Health AI. Amazon Health AI can connect your symptoms with your medical history and it can even get you care, 24/7. Learn more at: https://health.amazon.com/prime/onemedical/membership/health-ai/learn-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 https://megaphone.fm/adchoices
-
59 min
55 | Live from New York: US Open, NYC Bucket List & Confessions
Show notes
The Player’s Box is live this week to kick off the US Open and half the pod almost didn’t make it since Jenny’s plane almost ran out of fuel (at least it wasn’t a car) and Des sat at the wrong gate for the wrong delayed flight. Jess has a live Unforced Error while Madi’s match was used as someone’s personal remote office.
Plus, tennis headlines and best US Open and NYC memories.
Thank you to our sponsor and host for this episode, World of Hyatt, a loyalty program 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
Purchase our most recent merch drop here: https://theplayersboxpodcast52026.itemorder.com/
Thank you to our other sponsors:
•
Quince - head to http://quince.com/playersbox for free shipping on your order and 365 day returns
•
Cure - Go to http://curehydration.com/playersbox and get 20% off your first order with promo code PLAYERSBOX.
•
Amazon Health AI - Amazon Health AI can connect your symptoms with your medical history and it can even get you care, 24/7. Learn more at: https://health.amazon.com/prime/onemedical/membership/health-ai/learn-more
•
Bilt - Download the Bilt app and join membership for where you live at http://joinbilt.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 https://megaphone.fm/adchoices
-
59 min
54 | Cincinnati Open & One Year of The Player’s Box
Show notes
This week we walk down a year of memory lane on the pod with Jenny’s bloopers, Madi’s anti-lingering, Jess’s tech issues and Des trying to get us cancelled and yet we’ve never missed an episode.
Also, Cincinnati Open and more tennis headlines.
Thank you to our episode sponsor, Amazon Health AI. Amazon Health AI can connect your symptoms with your medical history and it can even get you care, 24/7. Learn more at: https://health.amazon.com/prime/onemedical/membership/health-ai/learn-more
Thank you to our other sponsors:
•
Quince - head to http://quince.com/playersbox for free shipping on your order and 365 day returns
•
Cure - Go to http://curehydration.com/playersbox and get 20% off your first order with promo code PLAYERSBOX.
•
Square - Get up to $200 off Square hardware when you sign up at http://square.com/go/playersbox
•
Bilt - Download the Bilt app and join membership for where you live at http://joinbilt.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 https://megaphone.fm/adchoices
-
49 min
53 | Cincinnati Open, Queen City & Fan UFEs
Show notes
This week on The Player’s Box we’re just going to stop letting the group chat leave the house because there’s food spilled all over the grocery store, drinks spilled on themselves, Ubers hitting objects on highways and cancelled flights. The luck is not with the group.
Plus, Cincinnati Open updates and some games for the Queen City.
Thank you to our episode sponsor, Amazon Health AI. Amazon Health AI can connect your symptoms with your medical history and it can even get you care, 24/7. Learn more at: https://health.amazon.com/prime/onemedical/membership/health-ai/learn-more
If you want to leave us a voicemail, join us over on Patreon at https://patreon.com/theplayersbox
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 https://megaphone.fm/adchoices
-
49 min
52 | Toronto Updates & Canada Games
Show notes
This week on The Player’s Box Madi received the world’s most expensive pack of Clorox wipes, Jess returns to the Florida DMV (iykyk), and Jenny gives Des a new last name.
Thank you to our episode sponsor, Amazon Health AI. Amazon Health AI can connect your symptoms with your medical history and it can even get you care, 24/7. Learn more at: https://health.amazon.com/prime/onemedical/membership/health-ai/learn-more
If you want to leave us a voicemail, join us over on Patreon at https://patreon.com/theplayersbox
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 https://megaphone.fm/adchoices
-
1 hr
51 | Tennis Updates & What’s Streaming
Show notes
This week on The Player’s Box we are anti-slipper as they caused Jenny to get strep throat and Jess to step on glass. Madi was ready to call anyone and everyone involved in a recent documentary and Des bought a puzzle that was 80% sky.
Plus, some tennis updates, upcoming tournaments, and thoughts on true crime documentaries.
If you want to leave us a voicemail, join us over on Patreon at https://patreon.com/theplayersbox
Thank you to our episode sponsor, Amazon Health AI. Amazon Health AI can connect your symptoms with your medical history and it can even get you care, 24/7. Learn more at: https://health.amazon.com/prime/onemedical/membership/health-ai/learn-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 https://megaphone.fm/adchoices
-
53 min
50 | Memphis and DC Tournaments & Trivia
Show notes
This week on The Player’s Box Jenny is in a club with slippers, Des killed all of her plants, Jess lost multiple iPad cases multiple times and Madi didn’t sleep for basically two full days. Everyone is doing great.
Also, tennis-ish headlines and some Memphis and DC based trivia in honor of the tournaments this week.
Thank you to our episode sponsor, Amazon Health AI. Amazon Health AI can connect your symptoms with your medical history and it can even get you care, 24/7. Learn more at: https://health.amazon.com/prime/onemedical/membership/health-ai/learn-more
Thank you to our other sponsors:
•
Quince - head to http://quince.com/playersbox for free shipping on your order and 365 day returns
•
Cure - Go to http://curehydration.com/playersbox and get 20% off your first order with promo code PLAYERSBOX.
•
Square - Get up to $200 off Square hardware when you sign up at http://square.com/go/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 https://megaphone.fm/adchoices
-
58 min
49 | Never Have I Ever & Summer Memories
Show notes
This week on The Player’s Box Des is a reckless child while Jenny has no tolerance for her reckless ways, Jess hate deleted her own Instagram comment (or did she…) and Madi has created a hugo spritz monster.
Also, never have I ever, summer memories and next tournaments.
Thank you to our episode sponsor, Amazon Health AI. Amazon Health AI can connect your symptoms with your medical history and it can even get you care, 24/7. Learn more at: https://health.amazon.com/prime/onemedical/membership/health-ai/learn-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 https://megaphone.fm/adchoices
-
1 hr 6 min
48 | Wimbledon Week Two & Wedding Stories
Show notes
This week on The Player’s Box, we hope Des’s car rental company doesn’t listen to the pod, TBD if Jenny knows the time for our next recording, Madi is her own task rabbit, and Jess had quite the welcome home.
Also, Wimbledon week two and wedding stories.
Thank you to our episode sponsor, Amazon Health AI. Amazon Health AI can connect your symptoms with your medical history and it can even get you care, 24/7. Learn more at: https://health.amazon.com/prime/onemedical/membership/health-ai/learn-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 https://megaphone.fm/adchoices
-
57 min
47 | Wimbledon Week One, Live Show Recap & Red Cards
Show notes
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 http://theplayersboxpod.com/ and grab yours now. Patreon members get a special 10% off code, so sign up there at Patreon.com/theplayersbox
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 https://megaphone.fm/adchoices
-
59 min
46 | Live from London: Wimbledon, Taste Tests & Traditions
Show notes
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 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
Our merch is now live! Go to http://theplayersboxpod.com/ and grab yours now. Patreon members get a special 10% off code, so sign up there at patreon.com/theplayersbox
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 https://megaphone.fm/adchoices
-
43 min
45 | Out of Context Texts & Grass Court Season
Show notes
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 http://patreon.com/theplayersbox
Thank you to our sponsors:
•
Quince - head to http://quince.com/playersbox for free shipping on your order and 365 day returns
•
OneSkin - Get 15% off OneSkin with the code PLAYERSBOX at http://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 https://megaphone.fm/adchoices
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