Podcasts · Sports

The Player's Box

Keys, Pegula, Brady, Krawczyk

65 episodes

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 page 1 of 2

  1. 63 | Multitasking, Meltdowns & What’s the Password

    · 59 min

    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…

  2. 62 | Home Screens, Guess the Celeb & Rants

    · 57 min

    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,…

  3. 61 | Halloween Trivia & Tennis Headlines

    · 54 min

    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…

  4. 60 | Google Search History & Rants

    · 59 min

    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…

  5. 59 | What’s My Number & Sweater Weather

    · 1 h 03 min

    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,…

  6. 58 | US Open Fines & More from History

    · 51 min

    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…

  7. 57 | US Open Wrap Up & Home Design

    · 1 h 04 min

    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…

  8. 56 | Josh Allen in The Player’s Box & US Open Updates

    · 1 h 00 min

    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…

  9. 55 | Live from New York: US Open, NYC Bucket List & Confessions

    · 59 min

    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…

  10. 54 | Cincinnati Open & One Year of The Player’s Box

    · 59 min

    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…

  11. 53 | Cincinnati Open, Queen City & Fan UFEs

    · 49 min

    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…

  12. 52 | Toronto Updates & Canada Games

    · 49 min

    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…

  13. 51 | Tennis Updates & What’s Streaming

    · 1 h 00 min

    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…

  14. 50 | Memphis and DC Tournaments & Trivia

    · 53 min

    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.…

  15. 49 | Never Have I Ever & Summer Memories

    · 58 min

    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,…

  16. 48 | Wimbledon Week Two & Wedding Stories

    · 1 h 06 min

    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,…

  17. 47 | Wimbledon Week One, Live Show Recap & Red Cards

    · 57 min

    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…

  18. 46 | Live from London: Wimbledon, Taste Tests & Traditions

    · 59 min

    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…

  19. 45 | Out of Context Texts & Grass Court Season

    · 43 min

    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…

  20. 44 | Hannah Berner in The Player’s Box

    · 1 h 07 min

    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…

  21. 43 | Roland Garros Week Two & More Headlines

    · 1 h 01 min

    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…

  22. 42 | Roland Garros Week One & Rank and Reveal

    · 1 h 01 min

    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…

  23. 41 | Live from Paris: Roland Garros & Travel Days

    · 1 h 09 min

    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…

  24. 40 | Tennis Updates & Top 5 Horror Movies

    · 51 min

    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…

  25. 39 | Italy, Iconic Movies & Met Gala

    · 53 min

    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…

  26. 38 | Rome, Pet Peeves & Low Stakes Advice

    · 1 h 02 min

    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…

  27. 37 | Madrid Open, Spring Cleaning & Hallelujah

    · 1 h 01 min

    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…

  28. 36 | Tennis Headlines, Horoscopes & Europe

    · 58 min

    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…

  29. 35 | Charleston Champions Corner, The Hot Seat & Europe

    · 45 min

    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…

  30. 34 | Charleston Open, Clay Season & Reality TV

    · 1 h 02 min

    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.…

  31. 33 | Alex Eala in The Player’s Box

    · 58 min

    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…

  32. 32 | Miami Open Week One

    · 53 min

    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…

  33. 31 | Miami Open Memories & Indian Wells Headlines

    · 46 min

    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.…

  34. 30 | Indian Wells Update, Combined 1000s & Sam Querrey Joins

    · 57 min

    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…

  35. 29 | Indian Wells Memories, Headlines & More

    · 1 h 00 min

    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…

  36. 28 | Dubai Recap & Olympic Memories

    · 59 min

    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…

  37. 27 | Iva Jovic in The Player’s Box

    · 1 h 05 min

    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…

  38. 26 | Hot Takes & Middle East Tournament Updates

    · 1 h 14 min

    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…

  39. 25 | AO Recap, Tennis Calendar & Cheesy Apple Pie

    · 1 h 04 min

    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…

  40. 24 | Australian Open Headlines

    · 57 min

    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…

  41. 23 | Australian Open 4th Round Preview - Madi vs. Jess

    · 22 min

    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…

  42. 22 | Australian Open, One Point Slam & Tennis Headlines

    · 1 h 08 min

    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)…

  43. 21 | Brisbane Recap, United Cup & Australian Survivor

    · 1 h 04 min

    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…

  44. 20 | Coco Gauff in The Player’s Box

    · 1 h 03 min

    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…

  45. 19 | Mini Episode - Fan Questions!

    · 30 min

    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 -…

  46. 18 | Mini Holiday Episode - Trivia!

    · 35 min

    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.…

  47. 17 | Offseason Training, Holiday Gift Guides & Year End Awards

    · 55 min

    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.…

  48. 16 | Group Chat Who Said It, Exhibitions & Missing Holidays

    · 1 h 15 min

    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…

  49. 15 | Thanksgiving Traditions, This or That & Buffalo

    · 1 h 02 min

    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…

  50. 14 | Tennis Headlines, Most Likely To & Who Am I

    · 1 h 01 min

    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…

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