BAILEY PODCAST XCHANGE

RayJay reveal how their lives revolve around Life360—the tracking app that turns parenting into a full-time surveillance operation.

Their daughter goes somewhere? They know. She moves? They know. And naturally, they’ve renamed locations to things like “THE DING-A-LING SING.” 🤣

Because why just track your family when you can publicly embarrass them with creative location names?

But here’s the twist: THE P...

👉 'WIN MORE OR HIT THE DOOR' SESSION 3 EPISODE 1 IS OUT NOW

POV: You sit down at Mississippi Stud thinking, “I know what I’m doing.” 😂

Five minutes later:

“WHY THE F**K DID I BET THAT?”

Welcome to Win More or Hit the Door — where the strategy is questionable, the confidence is high, and somehow the bankroll is still alive. 🃏💰

Watch the hand.

Judge the decisions.

Tell me what YOU would’ve done.

We start by ranking band merch, and Bailey has ONE artist sitting at the top. 🎤

Then things take a turn into true-crime territory. 😳

Have you seen Dane Cook’s new documentary, Funny Money? It’s not just good… IT’S BRILLIANT!

The story involves allegations of millions of dollars stolen by his own brother, a mobster-style plot twist, and a sister-in-law on camera who has Bailey raising even MORE questions. 👀

B...

Being sick hits differently when you’re empty nesters… but Rachel has a confession that Jason is WAY too excited to hear. 😳😂

Then Rach opens the SugarSplash sexy-time box, and suddenly things go from sick-day survival to NSFW marriage counseling. 👀

🤒 Empty nesting

🤫 A shocking confession

🔥 Dirty talk

💊 Muscle relaxers

🎁 And a box that should probably come with a warning label.

👉 Full video episodes FREE on Spotify + ...

👉 'WIN MORE OR HIT THE DOOR' SESSION 2 EPISODE 3 IS OUT NOW

POV: You sit down at Mississippi Stud thinking, “I know what I’m doing.” 😂

Five minutes later:

“WHY THE F**K DID I BET THAT?”

Welcome to Win More or Hit the Door — where the strategy is questionable, the confidence is high, and somehow the bankroll is still alive. 🃏💰

Watch the hand.

Judge the decisions.

Tell me what YOU would’ve done.

...

Bailey shares a frustrating conversation with the State Attorney that leaves him seriously disappointed—and sparks a bigger question:

How many people are actually in jobs they shouldn’t be doing? 👀

Could AI fix that?

Enter “Coyotec”—the AI radio DJ making waves in LA. Is it really killing it… or is radio just pretending everything is fine? 😂

Bailey has some opinions. Radio people probably won&rsqu...

RayJay recap the big Garth Brooks night, including Rach’s favorite picture of the evening… which you’ll NEVER see.

Friends from out of town join them before heading off on a Disney cruise, which sparks a trip down memory lane about family vacations growing up.

The conclusion? Parents today are WAY better at vacations for their kids. Do you agree?

But Jason remembers one childhood vacation VERY clearly…

Because...

👉 'WIN MORE OR HIT THE DOOR' SESSION 2 EPISODE 3 IS OUT NOW

POV: You sit down at Mississippi Stud thinking, “I know what I’m doing.” 😂

Five minutes later:

“WHY THE F**K DID I BET THAT?”

Welcome to Win More or Hit the Door — where the strategy is questionable, the confidence is high, and somehow the bankroll is still alive. 🃏💰

Watch the hand.

Judge the decisions.

Tell me what YOU would’ve done.

...

THE 100 BEST TV SHOWS LIST JUST GOT WEIRD.

The fellas tackle football celebrations, testosterone, shrinkflation, and… sexy-time products. 😂

Then they dive into the 100 Best TV Shows of the 21st Century—and the omissions have everyone losing their minds.

And somehow PEN15 is ahead of RuPaul and behind Chappelle which makes it weird.

At that point, the fellas realize they’re basically six-year-olds trying to discuss t...

GARTH BROOKS, BOOTS & A 1X PEANUT NIGHTGOWN?!

RayJay are getting ready for the Garth Brooks show—and Jason finally tells the story of his special connection with Garth and what happened when they first met.

Then Jason decides he needs cowboy boots… except he has ZERO idea how to shop for them. Rach takes over. 😂

Is Rach going to a lesbian lunch? We’re not judging… we’re just trying to understand th...

Trying to make something out nothing in this episode

Welcome to WIN MORE OR HIT THE DOOR! ♠️

My NEW weekly gambling series is here!

Every Friday at 5AM, follow through an entire session — the wins, the losses, the swings and everything in between.

First up: MISSISSIPPI STUD!

6’s–10’s push… anything higher pays. And unlike most casino games, you’re not playing against another player — you’...

SHRINKFLATION JUST GOT PERSONAL.

Bailey did his homework—and the facts are somehow even more infuriating. 😡📉

Plus, Bailey may have a BIG payoff in the works that could potentially help all of us. Find out what the fellas are cooking up to save the world. 😂

Then filmmaker Seth Porges returns to talk about the insane CLASS ACTION PARK documentary. 🏄‍♂️

Teeth on water slides. ⚡ Electrocutions. Fights. Booze. A completely unhinge...

RayJay finally tell the whole story on what went down at ALIVE Ozone Therapy Spa while they were on vacation.

Caught on camera.

Stealing mail.

Cops called. 🚔

But there’s one BIG question:

WHAT DID THEY TAKE?! 👀

Watch the episode and see if YOU can solve the mystery of “Mail Fail Dale!”

👉 Full video episodes FREE on Spotify + YouTube 🎥

👉 3 shows • 5 days a week • 1 feed

👉 Subscribe to unlock exclusive shows 🔓

👉 Every...

POV: You sit down at Mississippi Stud thinking, “I know what I’m doing.” 😂

Five minutes later:

“WHY THE F**K DID I BET THAT?”

Welcome to Win More or Hit the Door — where the strategy is questionable, the confidence is high, and somehow the bankroll is still alive. 🃏💰

Watch the hand.

Judge the decisions.

Tell me what YOU would’ve done.

👉 Full video episodes FREE on Spotify + YouTube 🎥

👉 3 show...

In this episode, Bailey has what he believes is a BRILLIANT Christmas shopping idea—the kind of idea that could make you the smartest person at Christmas… or get you in serious trouble. 😂🎁

Speaking of winning…

WE HAVE A WINNER, LADIES AND GENTLEMEN! 🏆

Bailey just won a BIG POKER TOURNAMENT and now faces his greatest challenge yet:

👉 Where the hell do you put the trophy?

There’s just one catch…

THE WIF...

THIS WAS NOT ON ANYONE’S BINGO CARD.

RayJay headed to Tuscaloosa to visit Beez at the University of Alabama expecting college football, tailgates and a fun family weekend.

What they got?

🔥 Tailgate chaos

🚗 An interesting road trip with the in-laws

🍻 Grandma getting a LITTLE too comfortable with the drinks

😂 And enough family stories to make this trip one nobody will ever forget.

Somewhere between the Alabama tailgates, road-trip...

Welcome to WIN MORE OR HIT THE DOOR! ♠️

My NEW weekly gambling series is here!

Every Friday at 5AM, follow through an entire session — the wins, the losses, the swings and everything in between.

First up: MISSISSIPPI STUD!

6’s–10’s push… anything higher pays. And unlike most casino games, you’re not playing against another player — you’re playing your cards against the board trying to hi...

The fellas dive headfirst into the controversy surrounding a recent Orlando event where the word “Nazi” was used — and, apparently, EVERYTHING surrounding it followed. 😳

The venues released statements… but did that actually make the whole thing WAY MORE ATTENTION-GRABBING? Should certain words be tossed around casually, or has the internet officially lost the plot?

Bailey says everything comes in cycles and ...

Apparently, when your daughter turns 21 in the sorority world, you don’t just go out, have a few drinks and make questionable decisions like we did in the ’90s. 😂

There’s Sign Night. There’s a PICTURE BOOK. There are traditions. There’s planning. There’s apparently an entire production!

Rachel schools Jason on what REALLY happens when your kid hits 21 — and Jason immediately starts comparing...