Today, best-selling author, keynote speaker, entrepreneur, founder of Boss In Heels, and host of her own podcast Creating Confidence, Heather Monahan sits down with Kaitlyn. Heather talks about her journey through corporate America and how getting fired was the best thing that could have happened to her. Heather and Kaitlyn discuss her book, "Confidence Creator" and how she had to go against the grain to find her success. And Kaitlyn explores some of the lessons learned form her previous relationship when the two discuss what failure really means.

Heather Monahan

Ready to shake things up? Kaitlyn is creating a space where girls (and gents) can feel empowered to be themselves... because there's more to life than Instagram, right? Kaitlyn isn't afraid to keep it real as she talks with her amazing guests! Get ready for lots of laughs, candid convo, taboo topics, unfiltered advice, and wine... lots of wine!

Society & Culture

Personal Journals

History

Philosophy

Places & Travel

TV & Film

Comedy

#729. Step into the world of Liz Plank as she joins Kaitlyn Bristowe for a lively chat on Off the Vine! Liz, an acclaimed journalist, author, and activist, shares her journey into feminism and activism, tackling the complexities of masculinity head-on. Get ready for eye-opening insights from her bestselling book, 'For the Love of Men: A New Vision for Mindful Masculinity.'
Explore Liz's real-life experiences and social media adventures as she challenges gender stereotypes and advocates for vulnerability in men. From shaking off outdated ideas about masculinity to exploring the modern dating scene, Liz's wisdom shines through! And don't miss out as Liz dives into the topics of aging and overcoming Millennial Imposter Syndrome , offering empowering advice for listeners on their journey of self-discovery!

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EPISODE HIGHLIGHTS 

(4:40) - Insight into Liz's journalistic background and her motivation behind writing "For the Love of Men: A New Vision for Mindful Masculinity."
(23:09) - Liz challenges societal biases by highlighting women's roles in prehistoric times and their contribution to their tribes.
(33:21) - Liz shares her experiences and challenges in dating while being knowledgeable about masculinity. Does it help or hurt her?
(39:06) - Kaitlyn opens up about her new dating philosophy and desire for a deeper connection before fully committing to a relationship.
(47:15) - Liz shares insights on millennial imposter syndrome and discusses the fears and perceptions surrounding aging.

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Liz Plank | Redefining Masculinity, Dating Dilemmas, and Embracing Aging!

#729. Join Kaitlyn Bristowe for another round of unforgettable confessions on this week's episode of Off The Vine! The response was so overwhelming from our Sexy Time Gone Wrong topic last month that we just had to bring you more! In this highly anticipated PART TWO of our Vino-Fessionals series, Kaitlyn welcomes four anonymous listeners who courageously share their most jaw-dropping tales of "Sexy Time Gone Wrong." From hilarious mishaps to unexpected surprises, each story is guaranteed to keep you entertained and gasping for more. Throughout the episode, Kaitlyn reacts in real-time, providing genuine laughter and shock as she hears these stories for the first time. From unexpected discoveries to awkward encounters, no topic is off-limits in this candid and humorous discussion.
The next Vinonfessional topic will be all about “Workplace Romance”. If you or a friend have a story that you just NEED to tell, email offthevinepodcast@gmail.com or message @offthevinepodcast on Instagram.
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EPISODE HIGHLIGHTS:
Without giving too much away…


(2:14) He got quite the handful…
(9:16) A fellow glasshole survivor… 
(15:20) I love you, now tickle my butthole..
(20:06) Mystery of the missing condom…

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Confessionals | “Sexy Time Gone Wrong” Pt. 2

#728. REPEAT OUR GREATEST HIT EPISODES:
The one and only Matt Rife is on the podcast today! Kaitlyn just experienced his standup in person and is ready to roast him and get roasted back. KB & Matt are getting into it all: ugly child trauma, taking the low road, starting an OnlyFans, and his feelings about butt stuff. And even though there’s plenty of shooting the shit, they also get real about social media and mental health, Matt’s decision to self-produce his standup specials, and why he’s wildly shocked at his success after performing from age 15. He also reveals what his type is, both physically and personality-wise, for all the women (and men) out there trying to get in his pants and up his butthole, which is pretty much everyone on the planet, it seems. Get your ear holes ready, and your eyeballs too.
If you’re LOVING this podcast, please follow and leave a rating and review below! PLUS, FOLLOW OUR PODCAST INSTAGRAM HERE!
EPISODE HIGHLIGHTS:

(5:25)  Matt and Kaitlyn talk about his live comedy tour and the funny bit he did about bowling.
(15:55) - Explore the challenges of live entertainment comedy shows and engaging with the audience.
(27:48) Delve into the phenomenon of "Dick-morphia" as Matt offers his witty insights.
(51:44) Matt surprises listeners with a unique confession about fingernails.
(59:25) Discover Matt Rife's celebrity crush and an amusing encounter with her mom

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Matt Rife | Dating, Dickmorphia, & Dealing with Haters (REPEAT)

#727. Join Kaitlyn Bristowe and pop culture personality Lex Niko for a dive into the juiciest entertainment news in this special episode, dubbed "Spillage Session". From Gypsy Rose's unexpected romantic entanglements to Morgan Wallen's downtown Nashville escapades, no scandal goes untouched! Plus, get the scoop on Reese Witherspoon's upcoming "Legally Blonde" spin-off and Isla Fisher's surprising divorce announcement. Stay tuned for quick sips featuring Taylor Swift sightings and Beyoncé's potential foray into country music. It's a grape therapy session you won't want to miss!
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EPISODE HIGHLIGHTS:


(8:26) - Discussion about Gypsy Rose and the mixed reactions surrounding her story.
(24:58) - Speculation on the Legally Blonde spinoff and its potential direction.
(29:17) - Alex Cooper's involvement in hosting a series for Peacock TV around the Paris Olympics, aiming to attract younger audiences.
(39:56)- Isla Fisher and Sasha Baron Cohen's divorce announcement, reflecting on their unconventional approach.
(47:58) - Highlighting the monumental achievements of Caitlin Clark in women's basketball and the impact on sports discourse.

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Spillage Session | Pop Culture Roundup with Lex Niko

#726. Join Kaitlyn Bristowe and Teddi Mellencamp as they delve into the depths of life; from Teddi's courageous battle with melanoma to her unique experiences as the daughter of a music legend, John Mellencamp, this conversation offers a poignant exploration of resilience and authenticity! Get ready for a candid discussion that goes beneath the surface, exploring the challenges and triumphs of navigating fame, family, and personal growth. Whether sharing heartfelt insights on skin health or recounting amusing anecdotes from her upbringing, Teddi's honesty and humor shine through, leaving listeners feeling inspired and empowered. Tune in for an unforgettable journey through the layers of life as seen through the eyes of a "nepo baby" who's learned to embrace her true self, flaws and all.
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Episode Highlights:


3:35 Teddi recounts the pivotal moment during a run with Kyle Richards that led her to get checked for skin cancer, emphasizing the importance of early detection.
30:38 Teddi discusses the transition from reality TV to other endeavors, touching on challenges, personal growth, and reflections on past experiences.
36:52: Teddi shares anecdotes about her famous father, John Mellencamp, offering a glimpse into the unique dynamics of growing up in a celebrity household.
44:50: The lighthearted game of "Two Truths and a Lie".


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Heather Monahan

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