The war over skinny jeans, side parts, and the 😂 emoji rages on — but what’s really behind the Millennial vs. Gen Z feud?

In this episode we break down the cultural clash between two generations raised on Wi-Fi, caffeine, and emotional damage. From the evolution of humor to the rise of ironic detachment, we hilariously dissects why Gen Z thinks Millennials are “cringe,” why Millennials can’t stop oversharing, and how social media keeps us pitted against each other.

But beneath the memes and middle parts lies a deeper truth: both generations are just trying to survive late-stage capitalism, mental health crises, and the algorithm — in their own weird ways.

🧠 Chapters:

00:00 – Intro: The Generational Feud Nobody Asked For

02:02 – Millennials: The Analog-to-Digital Transition

05:07 – Gen Z: Digital Natives & Social Awareness

07:38 – Cultural Cringe: The Divide Gets Petty

10:17 – Social Media: The Algorithm Loves Drama

13:16 – The Evolution of Humor Online

15:51 – Finding Common Ground & Collaboration

18:28 – Why We Actually Need Each Other

20:55 – Conclusion: Embrace the Cringe

Our Sponsors:
* Check out Kensington Publishing: https://www.kensingtonbooks.com
* Check out Secret Nature and use my code KELSEY for a great deal: https://secretnature.com


Support this podcast at — https://redcircle.com/confidently-insecure/donations

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In this episode of Hoes Throughout History, we dive deep into the unhinged, unstoppable, and undeniably iconic life of Empress Wu Zetian — the first and only female emperor of China. From concubine to supreme ruler of the Tang dynasty, Wu played the political game like a damn chess master while rewriting what it meant to be a woman in power...and the brutal rumors spread by salty men who couldn’t handle her crown. Was she ruthless? Sure. Revolutionary? Absolutely.

🎧 Chapters:

00:00 — Introduction to Empress Wu Zetian

03:08 — The Rise of Wu Zhao: From Concubine to Empress

11:55 — Wu Zetian’s Reign: Power, Politics, and Reform

15:59 — The Fall of Wu Zetian: Abdication and Legacy

Our Sponsors:
* Check out Kensington Publishing: https://www.kensingtonbooks.com
* Check out Secret Nature and use my code KELSEY for a great deal: https://secretnature.com


Support this podcast at — https://redcircle.com/confidently-insecure/donations

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Breakups used to end when you gave back the hoodie and blocked their AIM screen name. But now? Your ex is still in your group chat, haunting your Spotify playlists, and popping up in your “On This Day” memories like a digital poltergeist. 💀

In this episode of Confidently Insecure, I’m unpacking the new hellscape of digital breakups — from the psychology of why we hold onto those tiny online connections, to the emotional chaos of navigating shared group chats, and the art of a full-on digital exorcism (delete, block, cleanse, repeat).

We’ll talk about what it actually takes to move on in the age of social media, how to reclaim your digital space, and why closure isn’t something they give you — it’s something you create.

If you’ve ever said “I’m totally over them” while still checking their Venmo feed... this one’s for you

Our Sponsors:
* Check out Kensington Publishing: https://www.kensingtonbooks.com
* Check out Secret Nature and use my code KELSEY for a great deal: https://secretnature.com


Support this podcast at — https://redcircle.com/confidently-insecure/donations

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What happens when you go from corporate burnout to facilitating psychedelic healing in a church? Bobby Lennox, founder of Jaguar House Ministries, joins me to talk about his wild transformation — from miserable suit-and-tie life to deep spiritual work through Bufo (aka the mystical toad medicine 🐸).

We get real about:

💫 The power of psychedelics for mental health and trauma healing

🌀 What actually happens during a Bufo ceremony

💬 The crucial role of integration (because tripping is the easy part)

🏛️ How Bobby legally created a psychedelic church to help others heal

🌿 And why community + compassion matter more than “perfect enlightenment”

This one’s part therapy session, part cosmic sermon, and fully life-changing. Whether you’ve done plant medicine before or are just curious what all the “toad talk” is about — this episode will open your mind and maybe even your heart.

🧘‍♀️ Listen wherever you get your podcasts

📱 Follow Bobby & Jaguar House Ministries:

https://jaguarhouse.org/

https://www.instagram.com/_bobbylennox_/

https://www.instagram.com/jaguarhousechurch/

💌 Connect with me on IG/TikTok: @kelseydarragh

If you love deep convos about healing, spirituality, and what it means to actually grow — subscribe and join the Confidant fam 💖

Our Sponsors:
* Check out Kensington Publishing: https://www.kensingtonbooks.com
* Check out Secret Nature and use my code KELSEY for a great deal: https://secretnature.com


Support this podcast at — https://redcircle.com/confidently-insecure/donations

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Privacy & Opt-Out: https://redcircle.com/privacy

A VLOG POD?! What is this?! it's a new thing i just made up!! its a vlog its a podcast! its a VLOG POD okay?! In this week’s episode of Confidently Insecure, I’m giving you the unfiltered scoop on everything from my latest documentary chaos to why my skincare routine is basically my church right now. We’ll talk stress, organization (or lack thereof), the makeup and nail hacks I swear by, and why I keep daydreaming about moving to Europe. Consider this part beauty vlog, part therapy session, and part behind-the-scenes peek at the wild ride my little life has become.

Grab your serums, a fresh coat of polish, and let’s get into it. 💅

Chapters

00:00 Introduction and Personal Updates

02:33 Documentary Insights and Creative Process

05:26 Beauty Routine and Product Recommendations

10:33 Skincare and Makeup Essentials

15:59 Nail Care and DIY Techniques

26:24 Conclusion and Listener Engagement

Our Sponsors:
* Check out Kensington Publishing: https://www.kensingtonbooks.com
* Check out Secret Nature and use my code KELSEY for a great deal: https://secretnature.com


Support this podcast at — https://redcircle.com/confidently-insecure/donations

Advertising Inquiries: https://redcircle.com/brands

Privacy & Opt-Out: https://redcircle.com/privacy

In this episode, I’m diving into the brain chemical that rules our lives: dopamine. Pulling from Dr. Anna Lembke’s Dopamine Nation, Andrew Huberman’s research on addiction, and the book The Molecule of More, we’ll cover:

✨ Why dopamine isn’t about happiness—it’s about wanting more

✨ How love, sex, drugs, and TikTok all hijack the same system

✨ Why the honeymoon phase feels like a drug… and why long-term love feels different

✨ The dark side of dopamine: addiction, tolerance, anxiety

✨ How to reclaim dopamine for creativity, ambition & joy

Whether you’re addicted to your phone, chasing love like it’s cocaine, or just trying to understand why Oreos are impossible to eat “in moderation,” this episode will make you laugh and maybe change how you live.

👀 Watch, subscribe, and share your weirdest dopamine spiral in the comments.

🎧 Full audio podcast on all platforms: Confidently Insecure with Kelsey Darragh

📖 My books: Don’t Fcking Panic* + Screaming, Crying, Throwing Up (breakup survival guide, coming soon!)

🐶 Dog videos because serotonin @hippothebaby

Our Sponsors:
* Check out Kensington Publishing: https://www.kensingtonbooks.com
* Check out Secret Nature and use my code KELSEY for a great deal: https://secretnature.com


Support this podcast at — https://redcircle.com/confidently-insecure/donations

Advertising Inquiries: https://redcircle.com/brands

Privacy & Opt-Out: https://redcircle.com/privacy

Pack your bags, babe—we’re taking Confidently Insecure to Munich! 🎙️ This week I’m recording from the English Garden with my boyfriend (yes,THE ATHLETE). We’re talking alllll about what it’s really like seeing each other again after two months apart, the weird/funny/adorable cultural differences I’ve noticed in Germany (spoiler: everyone here is way cleaner than us), and debunking some wild dating myths about German men.

Chapters

00:00 Introduction to the Podcast and Setting the Scene

02:38 Cultural Reflections: Comparing Germany and America

05:22 Exploring Munich: Personal Experiences and Impressions

08:13 German Cuisine: A Taste of Bavaria

11:05 Language Games: Understanding German Words

19:59 Dating Myths in Germany: A Fun Exploration

21:25 Dating Dynamics in Germany

32:14 Navigating Long-Distance Relationships

46:19 Reflections on Munich and Future Plans

Our Sponsors:
* Check out Kensington Publishing: https://www.kensingtonbooks.com
* Check out Secret Nature and use my code KELSEY for a great deal: https://secretnature.com


Support this podcast at — https://redcircle.com/confidently-insecure/donations

Advertising Inquiries: https://redcircle.com/brands

Privacy & Opt-Out: https://redcircle.com/privacy

In this week’s Hoes Throughout History, Kelsey dives into the scandalous, petty, and downright iconic life of Theodora of Byzantium - the actress-turned-courtesan who flipped the script and became Empress of the Byzantine Empire.

From slut-shaming gossip in the history books to changing laws for women, Theodora’s story is messy, powerful, and oh-so-relevant. We’ll cover:

• Her rise from stage girl to co-ruler 👑
• The social reforms that gave hoes rights in 500 CE ✨
• The infamous “Purple is a fine color for a burial shroud” speech that saved Constantinople from burning 🔥

Get comfy, grab your coffee, and let’s talk about how a “hoe” became the woman who held an empire together.

👉 Don’t forget to rate, review, and tell me: what’s YOUR purple shroud hill?

Our Sponsors:
* Check out Kensington Publishing: https://www.kensingtonbooks.com
* Check out Secret Nature and use my code KELSEY for a great deal: https://secretnature.com


Support this podcast at — https://redcircle.com/confidently-insecure/donations

Advertising Inquiries: https://redcircle.com/brands

Privacy & Opt-Out: https://redcircle.com/privacy

✨ mental health • feminism • community living • relationships ✨

In today’s episode we’re diving headfirst into the big messy questions: what does it mean to build a life outside of men and outside of society’s “timeline”?

I break down the Bird’s Nest community (a women-only living space where companionship > coupledom), the rise of the 4B movement in South Korea (spoiler: no men, no marriage, no babies, no problem?), and how timeline grief sneaks up on us when we realize we’re not living the script we were handed.

We’ll talk money (aka financial independence = freedom), self-discovery, and why reinvention at literally ANY age is not only allowed, it’s necessary. Plus: I got featured in the Wall Street Journal (!!) so yeah, we’re celebrating that too.

🔑 takeaways:

• Community living is changing the way women think about love + support
• The 4B movement is feminism… turned up to 11
• “Timeline grief” is real, but it doesn’t have to own you
• Financial independence = the sexiest thing you can give yourself
• Reinvention is always on the table

🕒 chapters:

00:00 Intro

04:34 Bird’s Nest Community

12:50 The Dynamics of Male Relationships

17:40 4B Movement: A Feminist Stance

25:10 Timeline Grief + Personal Reflection

32:48 Financial Independence + Future Planning

💬 Drop me a comment if you’ve ever felt timeline grief, if you’d move into a Bird’s Nest house, or if you’re secretly (or not so secretly) 4B curious.

Our Sponsors:
* Check out Kensington Publishing: https://www.kensingtonbooks.com
* Check out Secret Nature and use my code KELSEY for a great deal: https://secretnature.com


Support this podcast at — https://redcircle.com/confidently-insecure/donations

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In this week’s episode, we are officially 35 — which means we'reold enough to know better but still young enough to make terrible choices...INSERT JADE EGG LITERALLY. We reflect on what this birthday actually feels like (spoiler: it’s not the crisis we thought it would be), gush about foster dog Fred... Plus, BOOK CLUB IS BACK as we dive into some recent books with badass female leads and why representation isn’t just a buzzword — it’s literally shaping how we see ourselves. Come for the birthday tea, stay for the vagina jokes and unsolicited life advice.

Chapters

00:00 Celebrating 35: A Birthday Reflection

03:14 Viral Moments and Social Media Fame

05:51 Family Dynamics and Expectations

09:17 Adventures in Self-Care and New Experiences

13:06 T-Swift and Celebrity Culture

16:21 Book Club: Exploring New Reads

25:34 Closing Thoughts and Listener Engagement

Our Sponsors:
* Check out Kensington Publishing: https://www.kensingtonbooks.com
* Check out Secret Nature and use my code KELSEY for a great deal: https://secretnature.com


Support this podcast at — https://redcircle.com/confidently-insecure/donations

Advertising Inquiries: https://redcircle.com/brands

Privacy & Opt-Out: https://redcircle.com/privacy