PODCAST · sports
Wrestling With Wromance
by Kadeem Phillip & Jack Simon
Discover the unlikely connection that emerged from a Zoom watch-along of our favorite weekly wrestling show, evolving into a captivating conversation about our greatest passions: life and ‘wrasslin.’ Welcome to ‘Wrestling with Wromance,’ where Wrestling zealot Kadeem and romantic wreck Jack Simon take center stage.Every week, we unite to dissect the latest wrestling news, unravel the possibilities of the wrestling world’s future, and embark on a journey into Jack’s tumultuous dating life. Join us as we share moments of unbridled optimism, plunge into the depths of despair, doom and delve into the introspective lessons learned in love and life, all tied back to the world of professional wrestling.“Wrestling with Wromance” will have you cackling at a young mans datings story, nodding along with his stable friends advice, and have you stressing at their baffling wrestling takes.
Episodes
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Dark Roast, Dark Heart: The Need for Cold-Brew Villainy
Every great wrestling story needs conflict. There are countless ways to tell a story, countless types of characters, and countless directions a storyline can go—but at the heart of it all, there’s something timeless about having a villain. The person the audience hates. The person who needs to be...
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Fresh Brew, Fresh Perspective
After a long hiatus, Graps and a Cup of Coffee is back! This week, we’re catching up, talking about the direction of the podcast moving forward, and diving into a thought shared by our friend, Deascent: Is WWE still professional wrestling, or has it fully become sports entertainment? With today’s...
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“Caffeinated Chaos (Extra Shots of Wrestling Opinions)”
On this episode of Graps & a Cup of Coffee, it’s nothing but caffeinated chaos as we dive into everything happening across wrestling right now. We start in AEW with something we’re really enjoying—the Darby Allin title reign. What it is, what it’s building toward, and why it might mean more than…
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Venti Double Shot Express-o
After a two-week break, Graps & a Cup of Coffee is back on the grind with a Venti Double Shot of conversation. With WrestleMania season in the rearview and AEW continuing to shift and evolve, we’re catching up on everything that’s been happening across the wrestling world. From current title...
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Brewing Chaos in the Wrestling Community
Grab yourself a cup of coffee and tap in—this is another episode of Graps and a Cup of Coffee. ☕🎙️ This time, we’re diving into the weird and wild dynamics of the internet wrestling community, starting with Ricochet and his… complicated relationship with it. From there, I’m sharing my thoughts…
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Life, Drama, and a Brown Sugar Espresso
On this episode of Graps and a Cup of Coffee, we’re playing catch-up on everything life pulled me away from—because yeah… life really be life-ing, fam. While sipping on a smooth brown sugar espresso, we get into all the latest, from the Roman/Punk/“dead father” drama to Jade and Rhea making…
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Graps & A cup of coffee Ep1: A new day
It’s been a long time… so excuse the rust. Welcome to a new era of Graps and a Cup of Coffee. You may have heard the name before — but starting now, it means something different. This isn’t just a quick wrestling talk. This is a reset. A rebrand. A retooling of everything you thought this series...
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“Back Like We Never Left”
After an unexpected hiatus, Wrestling with Wromance is back! Life’s been wild for both of us—new chapters, new chaos—but we’re back in the ring (well, the podcast booth). In this episode, Jack spills the tea on his Russian sugar mama before we dive headfirst into the madness that is WrestleMania...
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“Room Temperature Takes & Real-Time Risks”
After a short hiatus, Wrestling with Wromance is back! Jack and Deem return to the mic, catching up on the whirlwind of life that’s been keeping them busy. Jack opens the episode with a story about someone from his past — someone who once ghosted him — and asks Deem for advice on whether he…
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Soul for a Soul & Naive mistakes
On today’s episode of Wrestling with Romance, Jack kicks things off with a story about a hilariously naïve mistake he made. From there, we break down the Cody Rhodes vs. The Rock promo segment, specifically when Rock said he wants Cody’s soul—what does it mean for WrestleMania? Quick heads-up…
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Love, Lost Opportunities, and WrestleMania Predictions
On today’s episode, Jack and Kadeem kick things off with a conversation about Valentine’s Day. Jack reveals that he’s never had a relationship last through the holiday, leading to a deeper discussion about his past relationships and how that experience has shaped him. Things take an unexpected…
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The Trial of John Cena (Rumble Recap)
On today’s episode of Wrestling with Wromance, Kadeem and Jack kick things off with a debate on what truly counts as ghosting. At what point does a conversation—or lack thereof—cross into ghosting territory? This discussion stems from a recent conversation Kadeem had with a friend. From there…
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Let’s get ready to Rumble
On today’s episode of Wrestling with Wromance, we kick things off with a conversation sparked by an off-air chat Kadeem had with a friend who had never heard the podcast before. As they caught up, the friend had some interesting thoughts about Jack, which led to Kadeem bringing a…
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Love is Priceless
In today’s episode of Wrestling with Wromance, Kadeem and Jack dive into a thought-provoking conversation that stems from a playful debate with their friends: “Is Jack’s love cheap?” This leads to a heartfelt discussion about Jack’s approach to love and relationships, offering an unexpectedly...
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What a week
Welcome back, and happy 2025! We’re kicking off the new year with a brand-new episode of Wrestling with Romance! After an unexpected hiatus (life happens), Kadeem and Jack are back to bring you the wrestling talk you’ve missed. This week, we’re diving into some exciting and unexpected topics: •...
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The Big 30 under 30
In this episode, Kadeem tackles the topic of getting back out there after a disappointing dating experience. As someone newly single, he’s exploring how to find his footing, and with Jack’s unique, Darby Allin-style approach to dating, Kadim tries to pick his brain. The conversation then shifts…
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“Whole Lotta Wrestling“
On today’s Wrestling with Romance, Kadeem and Jack dive into an intriguing mix of personal stories and wrestling takes. First, Jack recounts his latest date—with a sexologist—and shares some eye-opening insights about her and her fascinating job. (Heads up: Viewer discretion is advised, and...
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Thanksgiving Slamboree
On today’s episode of Wrestling with Wromance, Jack kicks things off with one of his wild and unforgettable life stories, the perfect follow-up to a cozy Thanksgiving break. From there, we dive into the drama surrounding GCW and AEW. We break down Effie’s controversial comments about Tony Khan…
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Mega Church, War Games, Death Riders & C2 “50th episode!”
🎙️ Today on Wrestling with Wromance, we’re bringing you a mix of storytelling, wrestling analysis, and fantasy booking! Jack kicks things off with a palate-cleansing tale about his unexpected experience at a mega church event in the Barclays Center, a surprising connection he made, and how a...
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The Sex Fight Club Dungeon
On this episode of Wrestling with Romance, Jack takes us on a wild ride, sharing his unexpected adventure at a Fight Club-themed party with a twist. He dives into all the unforgettable moments, setting the stage for some deep conversation. From there, we shift to the world of wrestling as we...
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Rose-tinted Nostalgia Glasses
On this episode of Wrestling with Romance, we’re back and excited to reconnect with you! Jack kicks things off with a story fresh from his recent trip to Chile—a tale unfolding in real time that’s sure to surprise. Then, we dive into Jack’s aversion to ’90s wrestling and the fans who seem stuck…
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Graps & A Cup of Coffee
We’re trying something brand new with today’s episode! Welcome to the pilot of our latest series: Graps and a Cup of Coffee ☕️. When life gets busy, we still want to keep the wrestling talk going, so this is our way to have a quick chat while sipping coffee. Think of it as a casual, catch-up...
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This Isn’t Cinema
On today’s episode of Wrestling with WRomance, Jack and Kadeem dive into the challenges of handling rejection in the dating world. They discuss their strategies for coping, how they push forward, and keep their heads held high. Jack then shifts gears to share what’s been on his mind: wrestling…
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The enemy of my enemy
On this week’s episode of *Wrestling with Wromance*, Kadeem continues to share the story behind his situationship/relationship with “S” and how it eventually comes to a conclusion. Following that, Jack introduces Kadeem to *Wrestle Society X*, a show he had never heard of before, leaving him...
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The Darkest Timeline
In this week’s episode of Wrestling with Wromance, Jack kicks things off by asking Kadeem about his worst date experience, which leads to a hilarious and unforgettable story about a date with an ex. From there, the duo dives into a review of AEW All Out, sharing their favorite matches and…
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Going All Out
In this week's episode of *Wrestling with Wromance*, Jack kicks things off by discussing potential relationship deal breakers. The conversation then shifts to the surprising news of Odyssey Jones' possible release. Kadeem touches on this during a segment about recent developments involving Triple…
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Hell Of A Show
In this episode of Wrestling with Romance, Jack kicks things off with an incredible story about introducing his friends to the world of wrestling by showing them the chaotic match between Necrobutcher and Samoa Joe—a choice that leaves Kadeem questioning his sanity. From there, we dive into a…
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Goin’ All In
In today's episode of *Wrestling with Wromance*, Jack kicks things off with a captivating story about his one and only dance with a mesmerizing woman—a moment that’s as addictive as it is unforgettable. From there, the conversation shifts to a brief discussion on the perception of AEW as an...
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Kickin it with the homie Vicente
On today’s episode of Wrestling with Romance, we’re joined by a very special guest—one of our day-one listeners and a great friend of Kadeem’s, the homie Vicente. We kick off the episode with Vicente sharing some valuable dating advice, followed by a deep dive into the sacrifices needed to make a...
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A Splash of Summer
On today’s episode of “Wrestling with Wromance”: Jack shares his thoughts about potentially reconnecting with an old flame, someone he had very intense feelings for. He seeks advice on the best approach to rekindling this relationship. Next, we dive into our review of SummerSlam. The event...
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When Pigs Fly
In this episode of Wrestling with Romance, Jack shares the latest update on his dating life, which might be a bit…scary. Kadeem recounts his adventure of meeting Swerve Strickland last Friday and presenting him with custom-designed merchandise. From there, the guys discuss their expectations for...
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We’re Back Baby!
🎉 And just like that, we’re back, baby! 🎉 Welcome to Season Two, Episode One of Wrestling with Wromance! How y’all doing?! It’s been three long weeks since Jack and I last recorded together, and we’ve got some catching up to do. This episode kicks off with a wild story about the most pointless...
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The One Man Band
I’MMM A ONE-MAN BANDDDD” Today’s episode (a very late one; our apologies) is going to be quite different. This time, Kadeem will be hosting solo, as Jack is out this week. We hope to have him back next week. Kadeem will be recapping the week and sharing some of his thoughts on everything that has...
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Reading the tea leaves
On this episode of "Wrestling with Romance," Jack discussed the challenges of potentially double-booking himself for two days and navigating that in the dating world, especially when he's more interested in one specific person. Following that, Kadeem and Jack reviewed and discussed "Forbidden…
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To Love Is To Suffer
On this episode of Wrestling with Wromance, Kadeem starts off the episode with a question for both him & Jack to reflect on the way that their lifestyles & career has affected their dating lives. From there Kadeem expresses his feeling about the wrestling bubble not understanding or giving…
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Love, Death & Nepotism
On this episode of Wrestling with Wromance, Jack shares his trip to Paris, which led to an epiphany about life and romance. Then, Kadeem talks about his thoughts and views after watching the new Vice docuseries “Who Killed WCW,” especially since WCW was his introduction to the wrestling world as…
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Gone Into The Night
On this episode of Wrestling with Wromance, Kadeem shares a story he hinted at in the previous episode. He talks about moving out of his ex’s house without any notice or her seeing him. We promise there’s a justifiable reason for this. Next, we discuss the Rossy Ogawa interview, where he…
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Married To The Game
In this episode of “Wrestling with Wromance,” Jack asks Kadeem about a time when he was celibate, a revelation that leaves Jack almost in disbelief. Kadeem explains that it wasn’t a deliberate choice but rather a consequence of his dedication to his craft as an artist. The conversation then…
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Once upon A time in las vegas finale. PPV review episode
In this episode of Wrestling with Wromance, Jack concludes his epic three-part Las Vegas weekend saga, featuring an unexpected twist you won’t see coming. We also dive into our reviews of King & Queen of the Ring and Double or Nothing, where we had some differing opinions on standout moments....
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Once upon a time in Las Vegas part 2
On this episode of “wrestling with wromance” jack continues this story about this magical trip he had in Las Vegas with someone he had a connection with for quite a long time. Which culminates with them being at Double or Nothing 2022. From there Kadeem expresses his feelings about how some fans...
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Once Upon A Time In Las Vegas
On this episode of "Wrestling with Wromance," Jack shares the story of his magical trip to Las Vegas with someone he's had a long-standing connection with. He then opens up about his feelings regarding the current state of ROH. We dive deep into the discussion, exploring the topic thoroughly. We...
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The F.A.N. Went to suplex city
“On this episode, we delve into navigating cold streaks in the dating world, a universal experience. We then explore the intricacies of relationships, acknowledging their complexities. Later, we share our personal interests: Jack expresses admiration for WoW (Women of Wrestling), while Kadeem...
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Neontrips, Draft Naps, & Bumping
“On this episode of Wrestling with Wromance, Jack gives us a quick rundown of his trip to Neotropolis. He shares what might be his ‘whitest white boy’ story yet, because let’s face it, my black ass isn’t doing anything like that. Then, we delve into the WWE DRAFT, discussing our thoughts on how…
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Greatest Match ever
On today’s episode of Wrestling with Romance, Jack shares a heartwarming crush story that began on the day of his Bar Mitzvah and continued into adulthood. Then, we delve into a review of the AEW Dynasty PPV, highlighting the standout match between Bryan Danielson and Will Ospreay, which some are...
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Blurred Lines & HOF Guidelines
In today’s episode, we return to the essence of storytelling with Jack, sharing his uniquely amusing and romantically comedic anecdotes. From there, we delve into Jack’s contemplations about Cody, his earnest desire for everyone’s happiness. An impromptu discussion ensues, shifting gears towards...
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Finishing The Story
On today’s gripping episode of “Wrestling with Romance,” we bring closure to the saga. Join us as we delve into the epic storyline that culminated at WrestleMania 40. Our cohosts will conclude the romantic trilogy and dissect WrestleMania 40, analyzing the matches and sharing our favorites....
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A Far Ride Home
On this exciting episode of “Wrestling with Romance,” Jack and I kick things off with a brief chat about the farthest distance we’ve traveled in New York City for an evening of entertainment with someone we were interested in. Then, I delve into part two of the story I introduced last week on the...
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Got Some Stories to Tell
In this episode of ‘Wrestling with Romance,’ Kadeem shares a gripping tale of a workplace romance gone sour, while Jack passionately defends Roman Reigns’ title retention at WrestleMania 39. As tensions rise, the co-hosts engage in a heated debate over the entertainment prowess of Wardlow versus...
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Bring Back The Cinematic Wrestling Universe
In today’s episode of “Wrestling with Romance,” Jack faces the consequences of his actions in the tumultuous dating scene while balancing a demanding career. We delve into the absence of cinematic matches in wrestling and discuss the current landscape of WrestleMania. Exploring how talents like...
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I Did It My way
on todays episode, it’s a full breakdown of AEW Revolution. We also discuss what’s it like dating in this digital world we live in. Then we discuss what legends we’d love to see get a proper send off.
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ABOUT THIS SHOW
Discover the unlikely connection that emerged from a Zoom watch-along of our favorite weekly wrestling show, evolving into a captivating conversation about our greatest passions: life and ‘wrasslin.’ Welcome to ‘Wrestling with Wromance,’ where Wrestling zealot Kadeem and romantic wreck Jack Simon take center stage.Every week, we unite to dissect the latest wrestling news, unravel the possibilities of the wrestling world’s future, and embark on a journey into Jack’s tumultuous dating life. Join us as we share moments of unbridled optimism, plunge into the depths of despair, doom and delve into the introspective lessons learned in love and life, all tied back to the world of professional wrestling.“Wrestling with Wromance” will have you cackling at a young mans datings story, nodding along with his stable friends advice, and have you stressing at their baffling wrestling takes.
HOSTED BY
Kadeem Phillip & Jack Simon
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Frequently Asked Questions
How many episodes does Wrestling With Wromance have?
Wrestling With Wromance currently has 63 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.
What is Wrestling With Wromance about?
Discover the unlikely connection that emerged from a Zoom watch-along of our favorite weekly wrestling show, evolving into a captivating conversation about our greatest passions: life and ‘wrasslin.’ Welcome to ‘Wrestling with Wromance,’ where Wrestling zealot Kadeem and romantic wreck Jack Simon...
How often does Wrestling With Wromance release new episodes?
Wrestling With Wromance has 63 episodes. Check the episode list to see recent publication dates and frequency.
Where can I listen to Wrestling With Wromance?
You can listen to Wrestling With Wromance on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.
Who hosts Wrestling With Wromance?
Wrestling With Wromance is created and hosted by Kadeem Phillip & Jack Simon.
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