#843. Holly Madison is here, speaking more of her truth — and did you know she has never signed an NDA!? No NDA = No Filter! In this unfiltered conversation, Kaitlyn sits down with the former Girls Next Door star to talk about everything from growing up a gifted bookworm in Alaska to racking up credit card debt chasing boobs, Hooters, and Hollywood dreams. Holly opens up about her undiagnosed autism, what really went down inside the Playboy Mansion, and the manipulative tactics that kept her there longer than she expected. From card tricks at Hooters to Hef’s infamous “grading system” for women, this one’s as jaw-dropping as it is personal.. Plus, an update on what Holly’s up to these days — and she is BUSY!

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Apartments.com: The Place to find a place! 

Boll & Branch: Get 15% off plus free shipping on your first set of sheets when you use promo code Vine15 at BollAndBranch.com.

EPISODE HIGHLIGHTS: 

• (8:43) – Discussing going into credit card debt for breast augmentation!
• (15:56) – Recounting her first encounter with Hugh Hefner and the events leading to her move into the Playboy Mansion.
• (19:41) – Opening up about undiagnosed autism and how it affected her social interactions.
• (29:54) – “I got dragged so hard during my book tour…”

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

#842. Supermodel, skincare founder, podcast host, and mom of three—Molly Sims does it all, and she’s on Off the Vine to share the real story behind it all.

Molly takes us back to her college days and the unexpected start of her modeling career, from Vogue covers to Victoria’s Secret runways. She opens up about building YSE Beauty, the not-so-glamorous moments behind her success, and how she met her husband… outside a bathroom at the Golden Globes.

Kaitlyn and Molly also dive into beauty routines, wellness trends, raising kids while running a business, and the importance of evolving with grace.

Enjoy this episode—it’s honest, fun, and full of wisdom.

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Wayfair: Shop the best selection of home improvement online. That's WAYFAIR.com. Wayfair. Every style. Every home.

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Koala : Upgrade your space with the most stylish, customizable and elevated sofa bed available. To get $100 off your new sofa, plus fast shipping, go to us.KOALA.com/VINE.

EPISODE HIGHLIGHTS: 

• (11:10) – The harsh realities of modeling rejection
• (20:30) – Wearing the $30 million bikini for Sports Illustrated
• (29:37) – How YSE Beauty came to life!
• (46:55) – She met her husband outside a bathroom at the Golden Globes
• (51:40) – Her biggest “pinch me” moments in modeling and beyond

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

#841. Sahil Bloom went from private equity powerhouse to one of the internet’s most thoughtful voices—and he’s here with Kaitlyn to break down the five types of wealth. He shares the moment he realized he only had 15 visits left with his parents, and why “later” is a dangerous lie. Plus: the perspective shift every parent needs, what to do if you feel completely stuck, and why your tolerance for uncertainty might be the key to everything. Tune in—this just might be the conversation that changes how you see your life.

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Splendid: Go to Splendid.com and use code VINE for 20% off online or in store.

Wayfair: Shop the best selection of home improvement online. That's  WAYFAIR.com. Wayfair. Every style. Every home.

Chewy: Chewy has everything you need to keep your pet happy and healthy. And right now you can save $20 on your first order and get free shipping by going to Chewy.com/vine.

Macy’s: Just head to macys.com/giftguide to shop the Macy’s day gift guide!

Pretty Litter: Pretty Litter helps keep your house smelling fresh and clean. Save 20% on your first order and get a free cat toy with code VINE at www.PrettyLitter.com/VINE.

Soul: Go to GetSoul.com and use the code VINE for 30% off your entire order.

EPISODE HIGHLIGHTS: 

• (3:40) – Why your mood is the most important decision you make every day
• (26:50) – The life-changing conversation: “You’ll only see your parents 15 more times”
• (39:31) – Feeling stuck? Here’s where to start when everything feels broken
• (49:00) – What real wealth looks like: Sahil’s definition might surprise you
• (58:30) – The powerful parenting moment that reminded him he’s living his answered prayers

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

#839. Bachelor Nation fave Tanner Tolbert kicks off Kaitlyn’s mini-series where she reconnects with the men from her season of The Bachelorette. They take a trip down memory lane—from how his little sister secretly nominated him, to what really went down inside the mansion. Tanner opens up about his bromance with JJ, getting tight with producers, and why the rap battle date had him sweating even more than the boxing ring. He also reveals the exact moment he realized Kaitlyn wasn’t into him… and how that heartbreak actually led to the best thing that ever happened to him in Paradise. Reality TV fans, this one’s for you.

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Thank you to our Sponsors! Check out these deals!

Dime: Revive your skin and give yourself a routine refresh you deserve! Go to DIMEBeautyCO.com today.

Quince: Go to QUINCE.com/vine to get free shipping and 365-day returns.

Booking.com For the bookings you’ve dreamed of, list your property on Booking.com!

Better Help: Visit BetterHelp.com/VINE to get 10% off your first month.

EPISODE HIGHLIGHTS: 

• (14:04) Get the inside scoop on the infamous Ryan McDill, his drunken antics, and whether he deserves a reality TV redemption arc!
• (18:03) The Unexpected Bond with JJ: Discover the unexpected friendship between Tanner and JJ!
• (22:05) Tanner opens up about his romance with Jade and his Paradise proposal.

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

#837. Erin Oprea is back and breaking down all things wellness—from peptides and nicotine patches to why lifting weights is a must. She shares how there’s practically a peptide for everything these days and how she’s using them in her own routine. We also dig into the unexpected benefits of nicotine patches (yes, really!) for focus and mood support. Erin explains why strength training is essential for long-term health—especially for women approaching menopause. This episode is full of tips to help you simplify your health routine and feel your best! Click Here to join Erin's Lean Down Challenge!

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Covergirl: Superboost your lashes with NEW Lash Blast Supercloud Mascara from COVERGIRL! Clump-free, smudge-free, and lasts up to 24 hours—perfect for any look! Only from Easy, Breezy, Beautiful COVERGIRL.

Nutrafol: Nutrafol is offering our listeners ten dollars off any order! Enjoy free shipping when you subscribe. Go to https://Nutrafol.com and enter the promo code VINEGIFT.

Apartments.com: The Place to find a place! 

EPISODE HIGHLIGHTS:

• (11:02) – Why Strength Training is Non-Negotiable
• (36:09)– Surprising Benefits of Nicotine Patches
• (45:15) – Insight into Peptides

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

#836. REPEAT OUR GREATEST HIT EPISODES:

Back and better than ever… Gabby Windey is in the studio to have some much-needed girl talk with Kaitlyn. It's only been 6 months since they were last on the mic together but they have a lot to catch up on! They cover all the major topics from relationships to religion to rugs. Yep, even rugs. When you combine the weird brains of these two former Bachelorettes, you never know what you’re going to get. They dive into what sparks a fight, how to let yourself feel emotions, and being okay with not wanting kids. Kaitlyn provides a cute couple name for Gabby and Robby (Grabby) and we learn why Gabby might benefit from a calendar. Plus, make sure to keep an eye out for an exciting project on the horizon for Gabby because we need more Gabby!

If you’re LOVING this podcast, please follow and leave a rating and review below! PLUS, FOLLOW OUR PODCAST INSTAGRAM HERE!

Thank you to our Sponsors! Check out these deals!

Covergirl: Superboost your lashes with NEW Lash Blast Supercloud Mascara from COVERGIRL! Clump-free, smudge-free, and lasts up to 24 hours—perfect for any look! Only from Easy, Breezy, Beautiful COVERGIRL.

Progressive: Visit Progressive.com to see if you could save on car insurance.

Wayfair: Shop the best selection of home improvement online. That's WAYFAIR.com. Wayfair. Every style. Every home.

Figs: Go to WearFIGS.com and use the code FIGSRX to get 15% off your first order. 

EPISODE HIGHLIGHTS:

• (5:34) Dating girls? Double the stubborn!
• (15:49) How Gabby found herself leaning into Judaism—shoutout to love (and Robbie).
• (23:37) Gabby spills on her relationship!
• (40:20) Gabby gets real about the choice not to have kids.

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

#835. You’ve seen the TikToks. You’ve heard the rumors. Now, it’s time to hear from one of the stars herself. Jessi Ngatikaura from The Secret Lives of Mormon Wives joins the pod — and she’s not holding back. From building her hair empire to filming a labiaplasty on camera (yes, really), Jessi gets real about plastic surgery, the pressure of TV edits, momTok friendships, and what it’s actually like to film for 10 weeks straight. Plus, she teases what’s coming in Season 2... and let’s just say, it might be even wilder than the first. This one’s honest, hilarious, and guaranteed to make you love Jessi even more. Hit play now!

If you’re LOVING this podcast, please follow and leave a rating and review below! PLUS, FOLLOW OUR PODCAST INSTAGRAM HERE!

Thank you to our Sponsors! Check out these deals!

Covergirl: Superboost your lashes with NEW Lash Blast Supercloud Mascara from COVERGIRL! Clump-free, smudge-free, and lasts up to 24 hours—perfect for any look! Only from Easy, Breezy, Beautiful COVERGIRL.

Wayfair: Shop the best selection of home improvement online. That's Wayfair.com. Wayfair. Every style. Every home.

Figs: Go to WearFIGS.com and use the code FIGSRX to get 15% off your first order.

Progressive: Visit Progressive.com to see if you could save on car insurance.

Koala : Upgrade your space with the most stylish, customizable and

elevated sofa bed available. To get $100 off your new sofa, plus fast shipping, go to US.KOALA.com/VINE. 

Apartments.com:The Place to find a place! 

EPISODE HIGHLIGHTS:

• (3:46) – Building her hair empire before reality TV
• (7:40) – The MomTok dynamic & how The Secret Lives of Mormon Wives came to be
• (31:54) – Her most painful plastic surgery (and why she filmed it)
• (53:09) – Jessi shares an embarrassing confession you won’t see on the show

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

#834. Andrew Spencer is in the studio and the energy is everything! He and Kaitlyn catch up after the Get Real Hulu event—where Andrew had some very unexpected run-ins with Bachelor Nation women (could romance be in the air?!). They also chat about all things Bachelor in Paradise—will Andrew go back? 

Plus, they get into the real hard-hitting stuff: nostalgic smells that unlock childhood memories, his chaotic Notes app (which rivals Kaitlyn’s), and his wholesome “friendaversary” trip with besties Justin and Greg. This episode has a bit of everything! Tune in NOW!

If you’re LOVING this podcast, please follow and leave a rating and review below! PLUS, FOLLOW OUR PODCAST INSTAGRAM HERE!

Thank you to our Sponsors! Check out these deals!

Covergirl: Superboost your lashes with NEW Lash Blast Supercloud Mascara from COVERGIRL! Clump-free, smudge-free, and lasts up to 24 hours—perfect for any look! Only from Easy, Breezy, Beautiful COVERGIRL.

Boll & Branch: Get 15% off plus free shipping on your first set of

sheets when you use promo code Vine15 at BollAndBranch.com.

Dime Beauty: Revive your skin and give yourself a routine refresh you deserve! Go to DIMEBeautyCO.com today.

Soul: In honor of 4/20, Soul is running a special onsite sale—get 30% off your entire order! Just head to GetSoul.com and use the code VINE.

Apartments.com:The Place to find a place! 

EPISODE HIGHLIGHTS:

• (3:28) – Nostalgic Smells
• (10:45) – Chatting all about the "Get Real" Hulu event
• (18:45) – His friendaversary trip with Greg & Justin
• (28:36) – Bachelor in Paradise talk!

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

#833. It’s a solo dolo kind of episode! Kaitlyn’s catching you up on all the recent life updates—from a girls trip to Miami (with recs you’ll definitely want to save), to her lifelong bestie joining her for a weekend in Nashville. She shares her fave hosting tips, spots she took her friends to in town, and answers your listener questions—including a full breakdown of all 21 of her tattoos. And to wrap it all up… a little tease for what’s coming to Off the Vine next week. A new series, maybe? Tune in now!

If you’re LOVING this podcast, please follow and leave a rating and review below! PLUS, FOLLOW OUR PODCAST INSTAGRAM HERE!

Thank you to our Sponsors! Check out these deals!

Covergirl: Superboost your lashes with NEW Lash Blast Supercloud Mascara from COVERGIRL! Clump-free, smudge-free, and lasts up to 24 hours—perfect for any look! Only from Easy, Breezy, Beautiful COVERGIRL.

Chewy: Chewy has everything you need to keep your pet happy and healthy. And right now you can save $20 on your first order and get free shipping by going to Chewy.com/vine.

Figs: Go to WearFIGS.com and use the code FIGSRX to get 15% off your first order. 

Pretty Litter: Save 20% on your first order and get a free cat toy with code VINE at PrettyLitter.com/VINE.

Quince: Go to QUINCE.com/vine to get free shipping and 365-day returns.

EPISODE HIGHLIGHTS:

• (3:06) – Miami trip recap: Sushi, cocktails, and must-visit spots!
• (6:27) – A Nashville weekend with BFF Shayna!
• (13:10) – Need hosting tips? Kaitlyn shares her advice for making your guests feel at home.
• (27:50) – Kaitlyn goes through ALL of her 21 tattoos!

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

#832. What if there was a roadmap to understanding your energy, your decision-making style, and how to stop forcing what’s not meant for you? Human Design educator Erin Claire Jones breaks down the five energy types, how to use your strategy and authority, and why so many of us are living against our natural design. Whether you’re an overthinker, a people-pleaser, or just feeling stuck—this episode is your permission to do things your way.

Curious about your design? Get your chart at https://humandesignblueprint.com — use code VINE for a discount

Pre-Order Erin’s book, How Do You Choose? → https://humandesignblueprint.com/preorder-book/ 

If you’re LOVING this podcast, please follow and leave a rating and review below! PLUS, FOLLOW OUR PODCAST INSTAGRAM HERE!

Thank you to our Sponsors! Check out these deals!

Covergirl: Superboost your lashes with NEW Lash Blast Supercloud Mascara from COVERGIRL! Clump-free, smudge-free, and lasts up to 24 hours—perfect for any look! Only from Easy, Breezy, Beautiful COVERGIRL.

Bellesa: You can win a FREE vibrator—either the WhisperVibe OR a FREE Rose toy with any Whisper order. All you have to do is click this link: https://www.bboutique.co/vibe/offthevinepodcast-whisper 

Go Pure Beauty: Get 25% Off @GoPure with code vine at www.gopurebeauty.com/vine 

IRestore: Unlock your best skin with @iRestorelaser and HUGE savings on the iRestore Illumina Face Mask with code VINE at irestore.com/VINE

Progressive: Visit Progressive.com to see if you could save on car insurance.

Apartments.com:The Place to find a place! 

EPISODE HIGHLIGHTS:

• (6:40) – The 5 Human Design Types Explained
• (14:20) – How to Create Aligned Opportunities
• (29:35) – Type, Strategy, Authority: The Foundations of Human Design
• (34:22) – Letting Go of the Past: A Lesson That Hits Home!

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

#831. Kaitlyn is joined by a very special guest — Chandler, her best friend Kat’s adorable 3-year-old son. In this heart-melting first half, Chandler shares his favorite foods (he’s a sushi guy), talks about playing soccer with his dad, and gives surprisingly solid advice on how to make friends and share toys. His tiny voice and big personality are guaranteed to make you smile.

Then Chandler’s dad, Wirth, hops on the mic — and brings the heat with a roast aimed directly at Kaitlyn. Of course, she doesn’t take it lying down. The second half turns into a hilarious back-and-forth that proves no one is safe when the mic is hot.

From tiny truths to total takedowns, this episode is pure feel-good chaos in the best way.

If you’re LOVING this podcast, please follow and leave a rating and review below! PLUS, FOLLOW OUR PODCAST INSTAGRAM HERE!

Thank you to our Sponsors! Check out these deals!

Covergirl: Superboost your lashes with NEW Lash Blast Supercloud Mascara from COVERGIRL! Clump-free, smudge-free, and lasts up to 24 hours—perfect for any look! Only from Easy, Breezy, Beautiful COVERGIRL.

Nutrafol: Nutrafol is offering our listeners $10 off any order! Enjoy free shipping when you subscribe. Go to Nutrafol.com and enter the promo code VINEGIFT.

Quince: Go to QUINCE.com/vine to get free shipping and 365-day returns.

Apartments.com: The Place to find a place! 

EPISODE HIGHLIGHTS:

• (3:12) - Chandler talks about his favorite food, sushi, and his sophisticated taste.
• (11:58) - Chandler remembers when Fairy (Kaitlyn) dressed up as Buzz Lightyear to play with him.
• (19:23) - Wirth roasts Kaitlyn, kicking off a hilarious back-and-forth between the two.

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.