We’re back with Part 3 of our recap series, and apparently the early days of Cocktail Characters were every bit as chaotic as we remember.

This time, Ragan and Shaylea revisit Episode 3 and some truly dumpster-fire real estate consultations—the kind that make you question your career choices and give you stories to tell for years afterward.

But first, there are “standing-only pants” that definitely require an explanation, a little nostalgia for the good ol’ days, and an honorable mention for the unforgettable Nurse Amaya.

Original clips are mixed with present-day commentary as we look back at the stories, the people, and the things we apparently thought were perfectly normal to share on a brand-new podcast.

And because some things have changed since Episode 3, we’re wrapping it all up with a brand-new cocktail.

00:00 - Intros

01:18 - The Good ol Days

05:38 - Shayleas "Standing only Pants"

07:05 - Nurse Amaya

09:07 - Dumpster Fires

35:00 - Cocktail Characters

Shin Filet: We Can Laugh Now

Back for Part 2 of our recap series, Ragan and Shaylea revisit one of the wildest stories from the early days of Cocktail Characters—Shin Filet.

What started as an unforgettable real estate showing quickly turned into one of the few times Shaylea genuinely feared for her safety. Looking back now, it's easier to laugh at some of the absurd moments... but there are still parts of this story that make us cringe.

With original clips woven together alongside present-day commentary, we revisit what stood out, what we'd forgotten, and how differently we see the experience now compared to when we first hit "record."

Whether you're hearing Shin Filet for the first time or reliving one of our earliest fan-favorite episodes, there's plenty of new conversation, fresh perspective, and—of course—a brand-new cocktail waiting for you at the end

Every podcast has a beginning... and ours was a little chaotic, but so much fun!

This week, Ragan and Shaylea kick off the first of a four-part recap series by revisiting Episode 1 of Cocktail Characters. Back then, the podcast centered around the unforgettable characters they met through real estate—and the unbelievable stories that came with them.

Thanks to some creative editing by Gabe, this isn't just a replay. Original clips are woven together with present-day commentary as Ragan and Shaylea laugh, cringe, and reflect on what still stands out, what they've completely forgotten, and how much both they—and the podcast—have changed since recording that very first episode.

From the infamous "sex worker" story to realizing just how quickly they dove into their personal lives, it's a fun trip back to where it all began—with a few behind-the-scenes thoughts.

And to keep things fresh, they're mixing up a brand-new cocktail, so whether you're revisiting Episode 1 or hearing it for the first time, there's something new to enjoy along the way.

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00:00 - Ai is TAKING OVER!

01:18 - Recap Time!

04:48 - Episode 001 Shaylea Highlight

13:27 - Episode 001 Ragan Highlight

17:44 - Posers!.... kinda

19:09 - "Two Bathrooms"

34:05 - The First Cocktail!

38:43 - Cocktail Characters

Alcohol seems to be having a cultural moment... or maybe a cultural identity crisis.

This week, Ragan and Shaylea dive into the changing conversation around drinking. From the rise of the sober-curious movement and alcohol-free alternatives to the explosion of infused beverages and mocktails, they explore how our culture's relationship with alcohol has shifted over the last few years.

This isn't a debate about whether people should or shouldn't drink. Instead, it's an honest conversation about moderation, personal choice, and why it sometimes feels like everything has become an all-or-nothing discussion.

Whether you enjoy a craft cocktail, prefer a zero-proof drink, or are simply fascinated by how quickly culture changes, this episode is all about finding the middle ground.

And naturally, there's a cocktail waiting for you at the end.

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00:00 - Intros

04:09 - Sober Culture Chat

10:00 - Elaboration station

19:26 - Cocktail Characters

Family relationships can be some of the most meaningful in our lives... and sometimes, the most complicated.

This week, Ragan and Shaylea take on the difficult topic of family estrangement. They discuss why some people choose distance, why others fight to stay connected, and the delicate balance between protecting your peace and preserving important relationships.

It's a thoughtful conversation about boundaries, forgiveness, accountability, and the reality that no two family situations are the same. Rather than offering easy answers, this episode explores the gray areas and invites listeners to consider different perspectives with empathy.

Whether you've experienced family estrangement firsthand or simply wrestled with difficult family dynamics, we hope this conversation leaves you with something to think about.

And of course, there's a cocktail waiting for you at the end. 🍸

00:00 - Intros

02:18 - Choosing to stay Estranged

11:25 - The saddest part of it all

14:40 - What Chelsea Handler said...

22:09 - The WRONG way to view it

24:53 - Cocktail Characters

This week on Cocktail Characters with Shaylea and Ragan, the gals are talking about the purchases that bring joy… and the ones that leave you wondering, “Why did I buy that?”

From everyday splurges to once-in-a-lifetime experiences, Ragan and Shaylea share what they never regret spending money on—and what they probably wouldn’t buy twice.

The conversation takes an unexpected turn into why some of life’s best investments aren’t things at all. Sometimes the memories, the people, and the experiences end up being worth far more than anything you could add to your shopping cart.

It’s funny, relatable, and might just make you rethink what “worth it” really means.

And of course, there’s a cocktail waiting for you at the end. 

00:00 - LAYAWAY!

04:30 - Unique experiences are worth it

06:04 - Non regretful purchases

08:47 - The untold truth of houseplants

17:05 - Regretful purchases

This week on Cocktail Characters with Shaylea and Ragan, the gals are diving into the love-hate relationship we all have with social media.

Sure, it’s helped us stay connected, learn new things, and keep up with the people we care about. But somewhere along the way, it also became harder to simply enjoy the moment without feeling the need to capture it first.

Ragan and Shaylea reminisce about life before the endless scroll, talk about what we’ve gained (and maybe lost), and wonder if being constantly connected has changed the way we experience the people and moments right in front of us.

Then, to slow things down a bit, they mix up a beautifully simple Hibiscus Gin & Tonic featuring hibiscus gin and small-batch tonic from Pinckney Bend Distillery—a refreshing reminder that sometimes the best moments don’t need a filter.

It’s nostalgic, thoughtful, and just the right amount of refreshing… much like the cocktail itself.

00:00 - Intros

05:13 - Shaylea realized something

09:24 - Social Media

16:17 - The Good ol' days

21:11 - Cocktail Characters

How close is TOO close?

Today on Cocktail Characters, Shaylea and Ragan give some hot takes on how getting too comfortable with the people you work with can be dangerous!

Tune in to hear what they mean!

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00:00 - Intros

01:54 - Team Culture Chat

10:32 - Hot takes

13:51 - It starts at the top

19:05 - Cocktail Characters

IT'S NOT ALL ABOUT YOU, OK?

Welcome back to the show!

This week on Cocktail Characters, Ragan talks about a recent roadtrip that deepened her connection with a slightly older friend.

Sometimes you just gotta take a step back and realize that it is indeed NOT all about you- tune in to this weeks episode to see what we mean!

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00:00 - Intros

01:06 - Ray Rays Big Adventure

11:58 - The Moral of The Story....

16:52 - ANTS! ANTS EVERYWHERE!!!

21:00 - Cocktail Characters

SUMMA TIME - AND THE LIVIN'S EASY!

Welcome back to Cocktail Characters, Y'all!

It's summer and the girls have some really yummy drinks BY THE POOL planned for this summer. And since it IS summertime, why not go ahead and talk about body image?

Swimsuit season is a happy time for all of us, right?

....Right?!

Tune in for some laughs on todays show and stay tuned til the end for The Cocktail of the week!

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00:00 - Intro

05:15 - Getting "work" done

09:45 - Is there really a beauty standard?

12:43 - The Feminism Dilemma

16:15 - Stupid Vocal Fry

21:51 - Cocktail Characters