The Jann Arden Podcast

*Disclaimer* This episode discusses the disturbing online communities that promote sexual violence. Listener discretion is advised.

This week on The Jann Arden Podcast, Jann and Sarah dive into modern relationships, emotional maturity, and the realities of dating, long-distance love, and building truly supportive partnerships.

They also catch up on Jann’s wedding planning with a a look at the music industry right now, including standout moments from Coachella and the rise of cross-generational collaborations.

At the core of this episode is a deeper, more urgent conversation about the darker corners of the internet, specifically regarding CNN's recent investigation into an online rape academy. It's a necessary discussion about awareness, accountability, and what we can’t afford to ignore.

Plus: would you want to know how long you’re going to live? Sarah tells Jann about a new app that can predict death...

More about the CNN Investigation:

https://unravelingwithbrooke.substack.com/p/the-story-behind-the-story-cnns-rape

Thordis Elva's Ted Talk:

https://www.ted.com/speakers/thordis_elva

Sexual Violence Helpline

📞 1-888-933-9007

Confidential support for anyone affected by sexual violence

Inclusive, non-judgmental, and available regardless of identity or background

Youth-specific support

Kids Help Phone

📞 1-800-668-6868 or text CONNECT to 686868

24/7 confidential support for young people in Canada

Follow and support Suzanne Tripp:

⁠https://www.instagram.com/suzannetrippmusic/⁠

⁠https://calgaryherald.com/news/suzanne-tripp-song-grandmother-win-shooting-contest⁠

⁠https://www.kickstarter.com/projects/suzannetripp/suzanne-tripps-willow-sap-ep

CONTEST: what was the name of Nurse Nancy's cat (part of Jann's story about the nurse who saved her life)? First to e-mail [email protected] will get a pair of tickets to the show at Departure in Toronto May 5th!

Get your tickets NOW: https://departureto.com/event/the-jann-arden-podcast-live/



#ASKJANN - want some life advice from Jann? Send in a story with a DM or on our website.

Leave us a voicenote!

⁠www.jannardenpod.com/voicemail/⁠⁠

Get access to bonus content and more on Patreon:

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Jann, Caitlin, and Sarah discuss a range of topics from texting mishaps to the recent Artemis II mission and Justin Bieber's emotional performance at Coachella, highlighting his journey of healing and connection with fans. They then transition into a light-hearted discussion about childhood house rules, sharing personal anecdotes and cultural differences in upbringing.

Join Jann Arden, Caitlin Green, and Sarah Burke at their upcoming live podcast taping in Toronto on May 5th as part of the ⁠Departure Festival + Conference⁠ — a multi-day celebration of music, film, and media, the first week of May in Toronto.

🎙️ Live Podcast Recording 🗓️ May 5, 2026

📍 Jane Mallett Theatre | St. Lawrence Centre for the Arts

ON SALE NOW! ⁠https://www.ticketmaster.ca/event/10006474E4535C04⁠

Special guest Arlene Dickinson will join the show May 5th, read her substack:

https://arlenedickinson.substack.com/

#ASKJANN - want some life advice from Jann? Send in a story with a DM or on our website.

Leave us a voicenote!

⁠⁠www.jannardenpod.com/voicemail/⁠⁠⁠

Get access to bonus content and more on Patreon:

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This week, Jann welcomes special guest Jessi Cruickshank, a multi-talented Canadian comedian and podcaster. They discuss the evolution of women in comedy and television looking back at Jessi's time hosting on MTV. They also touch on pop culture, parenting lessons, and dreaming big, with great advice for aspiring entertainers and content creators along the way.

More About Jessi Cruickshank

Jessi was born in Calgary in 1982 but moved to Vancouver at five years old. She did improv in high school alongside names like Seth Rogen and Nathan Fielder and moved to Toronto to attend U of T and set her sights on becoming a VJ. She eventually landed at MTV where she co-hosted The Hills: After Show with Dan Levy.

From there, Jessi went on to host everything from Canada’s Smartest Person to major live events like the Junos. In recent years, she’s built a huge following online with her sharp, very honest take on motherhood, especially after having twins, which led to her hit digital series New Mom, Who Dis? and now her pop-culture podcast Phone A Friend, which frequently tops the comedy charts in Canada. 

She’s on to promote Evening Club tour: a dance party designed for women and queer folks who want a great night out without sacrificing the next day. 

https://www.jessicruickshank.com/

https://feeds.acast.com/public/shows/phone-a-friend

Chapters:

(00:00) Welcoming Jessi Cruickshank: A Multi-Talented Guest

(04:42) The Evolution of Women in Comedy

(09:31) Creating Safe Spaces: Evening Club Dance Parties

(10:49) The Impact of Pop Culture and Reality TV

(18:39) The Success of Phone a Friend Podcast

(23:45) Navigating Celebrity Culture and Personal Opinions

(27:33) Navigating Power Dynamics in Comedy

(28:47) Reflecting on Personal Growth and Past Experiences

(32:19) The Influence of Family on Career Choices

(41:46) Advice for Aspiring Creatives
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This week, it's just Jann, Caitlin & Sarah! They discuss their April Fools' prank (sorry not sorry), the recent Juno Awards celebrating Canadian music, the rise of Indigenous artists like William Prince, the evolution of the Junos, and the celebration of Canadian talent like Sarah McLachlan, Joni Mitchell, Nelly Furtado and more. This week on The Scroll , Caitlin highlights the significance of the upcoming Artemis mission and space exploration and the three get back to CANCON conversation touching on the career longevity of Celine Dion as fans register to purchase tickets for her upcoming Paris shows!

Chapters:

(00:00) April Fools' Day Shenanigans

(06:03) The Art of Pranking

(12:59) The Juno Awards and Canadian Music

(18:49) Space Exploration and the Artemis Mission

(18:57) The Evolution of Music Technology

(19:32) Celebrating Canadian Music Icons

(20:03) The Juno Awards and Industry Dynamics

(21:09) The Importance of Artist Engagement

(22:26) Memorable Moments from the Junos

(24:34) The Subjectivity of Music Awards

(25:32) Canada's Impact on Global Music

(27:09) The Role of Canadian Artists in the Industry

(29:14) Reflections on Career Longevity in Music

(30:50) Celine Dion's Comeback and Legacy

(36:24) Gala Stories and Musical Connections

(39:01) Indigenous Music in Canada

(42:00) Patreon Teaser

#ASKJANN - want some life advice from Jann? Send in a story with a DM or on our website.

Leave us a voicenote!

⁠www.jannardenpod.com/voicemail/⁠⁠

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To start the show, Jann Arden, Caitlin Green, and Sarah Burke share exciting news about their upcoming live podcast taping in Toronto on May 5th as part of the Departure Festival + Conference — a multi-day celebration of music, film, and media, the first week of May in Toronto.

🎙️ Live Podcast Recording 🗓️ May 5, 2026

📍 Jane Mallett Theatre | St. Lawrence Centre for the Arts

ON SALE NOW! https://www.ticketmaster.ca/event/10006474E4535C04

They also share personal updates, including Caitlin's unfortunate experience with identity theft and Sarah discovering some fraud during tax season. During The Scroll, Caitlin explains the Taylor Frankie Paul saga and the implications for the Bachelorette franchise and the idea of living on a 15-year cruise ...would you?

Special guest Kate Bowler returns for the second half of the show to promote her book Joyful, Anyway! The Canadian (Winnipeg-born), bestselling author, Duke University Professor and the host of Everything Happens podcast discusses the cultural pressures surrounding happiness.

Grab Kate's new book:

https://www.penguinrandomhouse.com/books/764086/joyful-anyway-by-kate-bowler/

More About Kate and her work:

https://katebowler.com/

#ASKJANN - want some life advice from Jann? Send in a story with a DM or on our website.

Leave us a voicenote!

⁠www.jannardenpod.com/voicemail/⁠⁠

Get access to bonus content and more on Patreon:

⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠www.patreon.com/JannArdenPod⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

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