The Player's Box
Episodes
45 | Out of Context Texts & Grass Court Season
23 Jun 2026
Contributed by Lukas
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 ...
44 | Hannah Berner in The Player’s Box
16 Jun 2026
Contributed by Lukas
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 ...
43 | Roland Garros Week Two & More Headlines
09 Jun 2026
Contributed by Lukas
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 tr...
42 | Roland Garros Week One & Rank and Reveal
02 Jun 2026
Contributed by Lukas
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’...
41 | Live from Paris: Roland Garros & Travel Days
26 May 2026
Contributed by Lukas
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 ...
40 | Tennis Updates & Top 5 Horror Movies
19 May 2026
Contributed by Lukas
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 ...
39 | Italy, Iconic Movies & Met Gala
12 May 2026
Contributed by Lukas
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 ...
38 | Rome, Pet Peeves & Low Stakes Advice
05 May 2026
Contributed by Lukas
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 c...
37 | Madrid Open, Spring Cleaning & Hallelujah
28 Apr 2026
Contributed by Lukas
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...
36 | Tennis Headlines, Horoscopes & Europe
21 Apr 2026
Contributed by Lukas
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 res...
35 | Charleston Champions Corner, The Hot Seat & Europe
14 Apr 2026
Contributed by Lukas
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 c...
34 | Charleston Open, Clay Season & Reality TV
07 Apr 2026
Contributed by Lukas
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 Jenn...
33 | Alex Eala in The Player’s Box
31 Mar 2026
Contributed by Lukas
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 ac...
32 | Miami Open Week One
24 Mar 2026
Contributed by Lukas
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...
31 | Miami Open Memories & Indian Wells Headlines
17 Mar 2026
Contributed by Lukas
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 pictu...
30 | Indian Wells Update, Combined 1000s & Sam Querrey Joins
10 Mar 2026
Contributed by Lukas
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 ...
29 | Indian Wells Memories, Headlines & More
03 Mar 2026
Contributed by Lukas
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 fr...
28 | Dubai Recap & Olympic Memories
24 Feb 2026
Contributed by Lukas
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 a...
27 | Iva Jovic in The Player’s Box
17 Feb 2026
Contributed by Lukas
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 ...
26 | Hot Takes & Middle East Tournament Updates
10 Feb 2026
Contributed by Lukas
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 th...
25 | AO Recap, Tennis Calendar & Cheesy Apple Pie
03 Feb 2026
Contributed by Lukas
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...
24 | Australian Open Headlines
27 Jan 2026
Contributed by Lukas
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 ...
23 | Australian Open 4th Round Preview - Madi vs. Jess
25 Jan 2026
Contributed by Lukas
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...
22 | Australian Open, One Point Slam & Tennis Headlines
20 Jan 2026
Contributed by Lukas
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’...
21 | Brisbane Recap, United Cup & Australian Survivor
13 Jan 2026
Contributed by Lukas
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 drin...
20 | Coco Gauff in The Player’s Box
06 Jan 2026
Contributed by Lukas
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 al...
19 | Mini Episode - Fan Questions!
30 Dec 2025
Contributed by Lukas
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....
18 | Mini Holiday Episode - Trivia!
23 Dec 2025
Contributed by Lukas
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 ...
17 | Offseason Training, Holiday Gift Guides & Year End Awards
16 Dec 2025
Contributed by Lukas
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...
16 | Group Chat Who Said It, Exhibitions & Missing Holidays
09 Dec 2025
Contributed by Lukas
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 sched...
15 | Thanksgiving Traditions, This or That & Buffalo
02 Dec 2025
Contributed by Lukas
This week we recorded before Thanksgiving so Jess, Madi, Jenny and Des discuss their plans, their favorite traditions and foods (who agrees with chees...
14 | Tennis Headlines, Most Likely To & Who Am I
25 Nov 2025
Contributed by Lukas
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 e...
13 | What Would You Do & Winners of the Week
18 Nov 2025
Contributed by Lukas
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 change...
12 | Riyadh Wrap Up & End of Season Reflections
11 Nov 2025
Contributed by Lukas
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 ...
11 | Riyadh, Egg Freezing & Embarrassing Moments
04 Nov 2025
Contributed by Lukas
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 photosh...
10 | Halloween Stories, Social Media & Confessions
28 Oct 2025
Contributed by Lukas
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...
9 | Six Kings Slam, Fitness Trends & Confessions
21 Oct 2025
Contributed by Lukas
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 ju...
8 | Staying Motivated & Speaking Gen Z
14 Oct 2025
Contributed by Lukas
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...
7 | WTA Finals, Fan Gifts & Recording Internationally
07 Oct 2025
Contributed by Lukas
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 recen...
6 | Friendship Origin Stories, Socializing on Tour & China Update
30 Sep 2025
Contributed by Lukas
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...
5 | Unforced Errors, Billie Jean King Cup and Travel Disasters
23 Sep 2025
Contributed by Lukas
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 the...
4 | Dating on the Tour, Travel Pet Peeves & Best Slam
16 Sep 2025
Contributed by Lukas
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 ...
3 | US Open Wrap Up, Breaks During a Match and What’s Next
09 Sep 2025
Contributed by Lukas
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 ...
2 | US Open Match Updates, Most Likely To and Choosing Balls
02 Sep 2025
Contributed by Lukas
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...
1 | US Open Highlights, Celeb Encounters and Tough Moments
26 Aug 2025
Contributed by Lukas
On the premiere episode of The Player’s Box, hosts Madison Keys, Jessica Pegula, Jennifer Brady and Desirae Krawczyk break down everything you shoul...
Bonus - Why We Started The Player’s Box
26 Aug 2025
Contributed by Lukas
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 abo...
The Player's Box Trailer
24 Aug 2025
Contributed by Lukas
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...