Shows
Cocktail Characters with Shaylea and RaganEpisode 32 - The Tale of Grandpas CoffinHOLY SHNIKES!Today the girls have a CRAZY story for you!It involves life, death, and Ragans Grandpa?..Tune in to find out more, and laugh with us!----------------------------------------------------------------------00:00 - Intros / Catching up09:02 - Rays story was going to start here but then Shay interrupted.11:40 - The Tale of Grandpas Coffin23:57 - One time...26:03 - Cocktail Charcters
2025-11-2727 minCocktail Characters with Shaylea and RaganEpisode 33 - "The Yappening"Welcome back to Cocktail characters!Today we have a return to form for the ladies when it comes to a good ol fashioned banter sesh!Tune in to hear ALL the yapping!----------------------------------------------------------------------00:00 - Shaylea is a human Metronome / Intros10:09 - Shay has a story but then Ray interrupted14:22 - Back to the story16:44 - "Anotha one"19:24 - Ray took on spanking duties21:06 - Shays got another story23:07 - Cocktail characters
2025-11-2725 minCocktail Characters with Shaylea and RaganEpisode 31 - "My Freed Life" Part 3 of 3Welcome back everyone!Today, we are taking a look at the final part of the girls recapping all the cool stuff they learned at "My Freed Life". Enjoy!---------------------------------------------------------------------00:00 - My Freed Life Part 3 of 308:57 - Manifestation11:57 - Imagination14:57 - Values18:18 - Life Creed20:47 - Write a letter25:39 - Cocktail characters
2025-11-2028 minCocktail Characters with Shaylea and RaganEpisode 30 - "My Freed Life" Part 2 of 3Welcome back to the show!Today on Cocktail Characters, The ladies dive deeper into what they learned at "My Freed Life" ---------------------------------------------------------------------00:00 - My Freed Life Part 203:30 - The highs and lows of life04:30 -Billion dollar bucket list08:11 - "Mexican Fisherman" illustration 10:23 - Self Leadership13:33 - The control part15:09 - Does your video match your audio?18:48 - Wrapping up / Stay tuned for part 3!
2025-11-1323 minCocktail Characters with Shaylea and RaganEpisode 29 - "My Freed Life" Part 1 of 3Welcome back to the show!Today on Cocktail Characters, The ladies sit down to recap what they learned from "My Freed Life". Have you ever found yourself needing to change your perspective in order to thrive?Tune in to the next three episodes, where we learn a bunch of really amazing and practical ways to do that!---------------------------------------------------------------------00:00 - Intros 08:07 - "The Turning"12:23 - My Freed Life Part 116:14 - What's your 'why'?19:20...
2025-11-0623 minCocktail Characters with Shaylea and RaganEpisode 28 - TAKE THE TRIPWelcome back to the show everyone!Today on Cocktail Characters, the girls sit down to discuss vacations!Do you ever find yourself wondering if you should take "The trip"? Well, no need to fear! The girls have ALL the answers!Tune in to find out what they are!---------------------------------------------------------------------00:00 - Intros / Spoiling the cocktail01:53 - VACATIONS09:36 - Shaylea took her kids to Mexico15:28 - Time away is important18:31 - Cocktail Characters
2025-10-3019 minCocktail Characters with Shaylea and RaganEpisode 27 - The times? They be 'a changin...Welcome back to the show everyone!Today, the our lady hosts inform us of some semi sad news...But where one door closes, another opens. Tune in to find out about all the changes!---------------------------------------------------------------------00:00 - Intros / Shaylea's Update03:01 - Ragan's Update05:19 - We're breaking up21:12 - The transition26:43 - Cocktail Characters
2025-10-2334 minCocktail Characters with Shaylea and RaganEpisode 26 - Financial ThingsEllo! Cheerio, innit?!Welcome BACK to Cocktail Characters! The show where Ray and Shay like to thrown down on the 411, the HOT GOSS- if you will. Just kidding. It's actually pretty lame. They're talking about money today and how to be a responsible adult with- BO-RING. That's only like the last five minutes though. The rest of the show very well may be the greatest thing to ever exist...The only way to...
2025-10-1629 minCocktail Characters with Shaylea and RaganEpisode 25: Scary StoriesBOO!Just kidding.Today, on Cocktail Characters- Ragan and Shaylea dive into some scary stories. Ones kind of a big deal. Ones totally NOT that big of a deal. Can you guess which is which??Tune in to find out!---------------------------------------------------------------------00:00 - Intros01:35 - Update time - Ragan07:41 - Shays weird fun fact11:01 - Shays update12:23 - Scary things set up14:14 - Shaylea's Scary story21:39...
2025-10-0932 minCocktail Characters with Shaylea and RaganEpisode 24 - Embarrassing MomentsHello world!Do you remember the most embarrassing thing that has ever happened to you?Take a gaze into your minds eye for a second, and capture that moment. Do you have it?Great. I can guarantee it's not as bad as the story Ragan tells on this weeks episode...Tune in to find out what happened!---------------------------------------------------------------------00:00 - Intros10:14 - Embarrassing moments set up15:52 - Shaylea's most embarrassing moment18:50 - Ragan's most embarrassing...
2025-10-0224 minCocktail Characters with Shaylea and RaganEpisode 23 - First CrushesWHOA, NELLY!Today on Cocktail Characters - The Girls dive into a juicy topic that serves as a right of passage for EVERYONE...For the first time EVER - these women are sharing their experiences about nothing none other than...Their First Crushes.This is their story. DUN-DUN!---------------------------------------------------------------------00:00 - Intros / Update time06:34 - First Crushes - Shaylea15:11 - First Crushes - Ragan23:11 - First Crushes...
2025-09-2528 minCocktail Characters with Shaylea and RaganEpisode 22 | Shaylea is a WEIRDO - Ragan may be evilWelcome back to Cocktail Characters- the show that will make you laugh every time- OR YOUR MONEY BACK!...Todays episode features the girls exhibiting signs of true Psychosis- on CAMERA!Shaylea talks about how obsessed with her body she is, and Ragan tells a story that might convince you to think twice about crossing her... It's a jam packed episode full of goofs and gaffs- and you're missing out if you don't TUNE IN!-00:00 - Intros \ Updates07:26 - Weird kids13:12 - Ragan might be...
2025-09-1819 minCocktail Characters with Shaylea and RaganEpisode 21 | Coffee shop stalker - Childhood HomesWelcome back to Cocktail Characters! On this episode, the girls present to the audience what they would like to call a, "Together Update"- which very well may involve a stalker...*Gasp*Todays episode also features some whimsical tales of the ladies' childhood homes, as well as a funny story or two!Tune in to see what all the fuss is about!-00:00 - Intros / Together update16:54 - "In a turn of events"17:28 - Childhood homes23:36 - Funny...
2025-09-1130 minCocktail Characters with Shaylea and RaganEpisode 20 | First day of school thingsWelcome to Cocktail Characters! Today, the girls sit down to give an update, and talk about the first day of school and the horrors that accompany it. Ragan just might have the saddest first day of school story you've ever heard to share with you, and laughs in abundance are DEFINITELY in your future- But ONLY if you tune in!!!- 00:00 - Intros / Goofin03:25 - Update Time - Shaylea08:48 - Update Time - Ragan14:22 - First day of School things
2025-09-0426 minCocktail Characters with Shaylea and RaganEpisode 19 | Mice lives Matter - Murder house renovationsWelcome to the show! Today on Cocktail Characters- The ladies reconvene in a NEW recording locale with new equipment!Was there some technical difficulties? DUH! Was it all worth it? Definitely. Tune in to learn more!-00:00 - Intros / Spoiling the cocktail02:34 - Home Renovations | Take 104:01 - "One quick story"...09:44 - Home Renovations | Take 213:12 - "Another quick story"...17:38 - Wrapping up
2025-08-2821 minCocktail Characters with Shaylea and RaganEpisode 18: Bees, Pee and Lady in the BuffThis week on Cocktail Characters we’re all over the place—in the best way. Between backyard beekeeping adventures, wrangling squirrels, and a conversation about (yep, you read that right) urine, there’s no shortage of laughs or questionable life choices. We even share an open house story involving a naked lady that you won’t want to miss .Of course, it wouldn’t be Cocktail Characters without a drink in hand—this week’s cocktail is crafted with ingredients from our favorite local Olive Oil Company, proving once again that real estate, family life, and mixol...
2025-08-2239 minCocktail Characters with Shaylea and RaganEpisode 17: Wild Tales from the World of Real EstateRagan and Shaylea are back- this time with some more wild stories from the world of real estate!Shaylea has some tales to share of some birds- and Ragan has a story about a guy who came to the door of a house- with a gun!Tune in to learn more!
2025-07-3125 minCocktail Characters with Shaylea and RaganEpisode 16: Loan Types- With Shaylea’s kiddos!This time on Cocktail Characters- Shaylea brings her kiddos on while her and Ragan discuss the significance of different loan types. It’s a really good time with plenty of laughs to be had- Grab your Mocktail or Cocktail and join us for a good time!Timestamps:00:00- Intros / Weekend Update05:55 - Loan Types 14:50 - Ragan has something to say20:00 - Mocktail Characters
2025-07-2422 minCocktail Characters with Shaylea and RaganEpisode 15 - First Time Home Buyer 101This time on Cocktail Characters, the girls get real into some businessy stuff- Particularly around what first time home buyers might want to expect from that process. They have a super simple cocktail- but you'll have to watch to the end to find out what it is!Tune in for some fun and laughs!Timestamps:00:00- Intros and attempted harmonies 00:50 - Ragan got hit on- BIG TIME14:00 - “This last week” With Shaylea24:03 - PSA - By The Way24:54 - First Time Home buyer 10144:35 - Cocktail Characters
2025-07-1845 minCocktail Characters with Shaylea and RaganEpisode 14 – Mojitos & Mayhem (ft. JJ Ortiz)The girls are back—and this time, they’ve got a guest! With mojitos in hand, they’re joined by JJ Ortiz (and a pop in from his best friend 🐾),who’s bringing one wild story you won’t want to miss. Buckle up for some laughs, a little chaos,and a classic Cocktail Characters good time.Timestamps:● 00:00 – Intros● 01:08 – We Do a Lil’ Recap (JJ is here!)● 11:14 – Story Time● 17:07 – JJ’s Story● 43:23 – Wrapping Up / Drink Time 🍸
2025-07-1048 minCocktail Characters with Shaylea and RaganEpisode 13:Build-a-Scenario: Summer EditionThe girls are kicking off summer with a fresh episode full of life updates, laughs, and a littleimagination. After catching up, they dive into a fun “what if” real estate scenario that’s way moreentertaining than it should be. Think sunshine, hypothetical drama, and sassysolutions—wrapped up with a cocktail to match.Timestamps:● 00:00 – Intros● 02:00 – Summer Life Update ☀️● 07:30 – Let’s Build a Scenario!● 17:59 – Wrapping Up / Drink Time 🍹
2025-07-0320 minCocktail Characters with Shaylea and RaganEpisode 12 : Workshop Recaps & Laugh AttacksFresh from a recent workshop, Ragan and Shaylea unpack their takeaways. The show goes aCOMPLETELY different direction after that so make sure you stay tuned till the end. You’ll beglad you did!Timestamps:● 00:00 – Intros● 04:18 – Weekend Update● 07:47 – Workshop Recap● 26:03 – Time for Some Laughs● 29:58 – Cocktail Charactershttps://www.youtube.com/user/LakeStreetDiveCheck out Lake Street Dive here!
2025-06-2631 minCocktail Characters with Shaylea and RaganEpisode 11: You WILL Fail (and That’s Okay)Failure isn’t fun, but it is part of the process. The girls dive into real estate ups and downs, howto handle failure without giving up, and why rejection just means redirection. This one’s full ofencouragement (and a strong cocktail to boot).
2025-06-1935 minCocktail Characters with Shaylea and RaganEpisode 10: No Cocktail? No, Pantalones!This week, the girls are back and somehow... there’s no cocktail?! Don’t worry, they make up forit with a hilarious weekend update, Shaylea’s latest TV obsession, and some real talk on what agood agent actually brings to the table.
2025-06-1336 minCocktail Characters with Shaylea and RaganEpisode 9: Mexican Mules & Mini MeltdownsOn this episode of Cocktail Characters, the girls are keeping it light—but not too light. After apretty eventful weekend check-in, they share two small but mighty stories Then, it’s time tounwind with a refreshing Mexican Mule and some laughs to close things out. Quick, fun, andjust enough spice to get you through your week.
2025-06-0528 minCocktail Characters with Shaylea and RaganEpisode 8: REAL talk about Real EstateOn this episode of Cocktail Characters!Ragan and Shaylea kick things off with a weekend update — you know there’s always a story!😂Then, they dive into some real talk about real estate: the fears, the doubts, and the hurdles thatso many people face when dealing with it. Whether you’re buying, selling, or just thinking aboutit, they’re breaking it down with honesty, humor, and a little bit of heart.Grab your cocktail (or mocktail) and tune in for some laughs, some lessons, and a whole lot...
2025-05-2934 minCocktail Characters with Shaylea and RaganEpisode 7: It's a counter-balancing actThis week on Cocktail Characters, Ragan and Shaylea are mixing business with a little drama(and of course, a drink at the end). From a girls night out that didn’t go quite as planned todishing more unfiltered advice, the girls are bringing their A-game. Real estate talk? Yep.Work-life balance struggles? You bet. And wait till you hear their tactical tips for staying sane inthe middle of it all.Oh—and it’s cocktail time, as always. Cheers!Timest...
2025-05-2240 minCocktail Characters with Shaylea and RaganEpisode 6: The Finest Fitzgerald 🥃 🔥This week on Cocktail Characters!Ragan and Shaylea opened up an advice column to their coworkers — and the responses wereso much fun! 😂One person even said they didn’t need coaching... but did the girls agree? 👀Tune in to hear all the laughs, the advice, and whether their expertises really came through!Grab your cocktail or mocktail and join the fun!
2025-05-1531 minCocktail Characters with Shaylea and RaganEpisode 5: And the Spirit Award goes too...Today on Cocktail Characters, Ragan and Shaylea welcome their very first guest — HeidiWilliams! 🎉Heidi is the newest Spirit Award winner at Keller Williams, and she’s bringing a ton of wisdomto the table. After experiencing the ups and downs of stepping in and out of real estate, Heidishares some powerful life lessons you won’t want to miss.Tune in for some real talk, plenty of laughs, and a big celebration of Heidi’s amazing journey!
2025-05-0914 minCocktail Characters with Shaylea and RaganEpisode 4: Gertrude's Revenge 😈Welcome back!Today on Cocktail Characters, Ragan and Shaylea kick things off by bonding over their sharedlove of Pilates — and then dive into some wild stories from their consults!Plus, Ragan shares a JUICY story involving the police and a very unreasonable neighbor... 👀You’ll have to tune in to hear all the details — and stick around until the end to find out whatcocktail (or mocktail!) they whipped up this time!
2025-05-0135 minCocktail Characters with Shaylea and RaganEpisode 3: Dumpster Fires 🔥Things are heating up in the third episode of Cocktail Characters! This week, Shaylea and Ragan spill the tea on some of their wildest "dumpster fire" moments in real estate—from deals gone sideways to downright chaotic showings. Of course, it wouldn’t be an episode without the Cocktail of the Week, so grab a glass and get ready to laugh, cringe, and maybe even relate a little too much. You never know what’s coming next with these two—and that’s half the fun. 🔥🍸
2025-04-2434 minCocktail Characters with Shaylea and RaganEpisode 2: Shin Filet 🦵🏼🔪This week on Cocktail Characters, things heat up fast—and we're not just talking about the Irish Coffee.Shaylea's fresh off a sunny girls’ trip, Ragan's vibing with a Taylor Swift impersonator, and this week's story unfolds involving a very questionable home showing, a surprise visitor with a suspiciously sharp injury, and a house tour that turns... unsettling. 😳Throw in some blood, a creepy basement, and an unexpected weapon, and you’ve got the makings of a story that kept our girls on their toes (and ready to run). And just when you think it’s over—ther...
2025-04-1731 minCocktail Characters with Shaylea and RaganEpisode 1: Two Bathrooms ✨🐱🍹Welcome to the Cocktail Characters debut! Shaylea and Ragan are sipping on a glammed-up Ranch Water (because why not add a little sparkle to your lime?) as they unpack this week’s wild character journey.Feline instincts take the lead (yes, cats are a BIG deal here), and the conversation flows as effortlessly as the cocktail. Just when you think you know where it’s going… the twist hits. And trust us—you won’t see it coming.Catch all the chaos, cocktails, and character breakdowns in this hilariously unpredictable first episode! 💅
2025-04-1032 min