• You Can Hear Everything w/ Jonathan Van Ness
    Oct 22 2026

    Evening Club! Vancouver, Victoria- Nov 6&7- get tickets NOW: www.jessicruickshank@gmail.com

    Jonathan Van Ness is Hot and Healing and telling Jessi EVERYTHING. How they have coped with the Rolling Stone hit piece, the Queer Eye drama and why Shania Twain guided them through it all.

    Then… 🚨SPOILER ALERT 🚨 We are diving into the ocean with Nathan Fielder and Elizabeth Holmes to unpack the documentary that blew our 🤯. If you want to avoid spoilers, jump to 28:49 to hear Jason’s review of Miley Cyrus at the Hollywood Bowl- was it as bad as everyone online said it was? Plus, should Kylie Jenner have modeled to 50 million dollar Victoria’s Secret Fantasy bra? And was Jessi wrong about Shane Gillis? You Can Hear Everything… now!

    As always, ask Jessi Anything, HERE: 323-448-0068

    Hosted on Acast. See acast.com/privacy for more information.

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    1 hr and 22 mins
  • Kelly Clarkson Has Put Us In Danger (ft. Kelly Clarkson, Wooden Bird, Shane Gillis, Dan Levy, Jacob Elordi & Kendall Jenner)
    Oct 15 2026

    Evening Club - Nov 6-Vancouver! Nov 7-Victoria! Dec 4- Edmonton!


    Get Tickets www.jessicruickshank.com/tour


    I think we can all agree that the important conflict happening in the world right now, is Kelly Clarkson vs Wooden Bird. Jessi fills you in on every detail of the saga involving Kelly’s attempt to buy a $15,000 wooden bird from a Brooklyn “curiosity shop” - whose side are you on? Plus! Shane Gillis hosted SNL and called women who wear shorts to the gym whores- Dan Levy wasn’t having it and neither is Jessi, but will he be cancelled?

    Then, Gen Z has A LOT of rules for dating in 2026 but how many of them make sense? And you won’t believe what Jacob Elordi does for his girlfriend Kendall Jenner. All that plus a (potentially unethical) LIFE HACK! Parents in the UK are no longer paying for their children’s school photos, Jessi will tell you how, NOW!

    As always, ask Jessi Anything, OR TELL JESSI ANYTHING HERE: 323-448-0068

    Hosted on Acast. See acast.com/privacy for more information.

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    1 hr and 4 mins
  • The Millennial Hunger Games (ft. Backstreet Boys, Pete Davidson, Hilary Duff & Ryan Seacrest lol)
    Oct 8 2026

    *Evening Club CALGARY & TORONTO are SOLD OUT! Get Tickets for VANCOUVER, VICTORIA & EDMONTON now: www.jessicruickshank.com/tour


    Jessi nearly perished trying to get tickets to see The Backstreet Boys in Toronto- so WHY are they coming to Canada, HOW did she score tickets, WHERE is the demand coming from and most importantly, TELL ME WHYYY Jessi didn’t get tickets for FREE!? The newest member of the BSB Army has much to discuss.


    Then, why does Pete Davidson HATE… influencers? Is Hilary Duff’s new single a catastrophe? Plus, should Millennials stop using ‘LOL’? Gen Z thinks we should lol. All that and we finally solve our hotly debated question - what does xx mean? Find out, on this all new episode! xx Jessi


    As always, ask Jessi Anything, HERE: 323-448-0068

    Hosted on Acast. See acast.com/privacy for more information.

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    49 mins
  • The Life of a Claymate w/ Clay Aiken
    Oct 1 2026

    EVENING CLUB IS SELLING OUT! Get your tickets NOW www.jessicruickshank.com/tour


    Clay Aiken is SO BACK- dropping his first new album in 18 years AND making his triumphant return to Phone A Friend! Jessi and Clay talk about EVERYTHING from male blouses to American Idol Hookups, being outed by Rosie O’Donnell, bullied by Simon Cowell and SO.MUCH.MORE. Plus, Clay starts a feud with Taylor Swift! (she deserved it).


    Speaking of Taylor, what do Jessi and Jason think of her divisive new music? What do her critics and fans think? And why does Dakota Johnson say we’ll NEVER get photos from her wedding?! Then, Meghan and Harry have had a bumpy few weeks back in the UK- first they pulled their kids out of school, then Meghan’s Whats App Group Chat message was leaked. Which begs the question… who are YOU in your Group Chats?


    Tell us, or just ask Jessi Anything, HERE: 323-448-0068

    Hosted on Acast. See acast.com/privacy for more information.

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    1 hr and 23 mins
  • Season 4 Is Nonya Bidness! (ft. Channing Tatum, Drake, Drake’s Goth Girlfriend, Iced Coffees & Hot Grandpas)
    Sep 24 2026

    Leave Jessi A Voicemail HERE: 323-448-0068

    Get Tickets to EVENING CLUB HERE: www.jessicruickshank.com/tour


    It’s our Season 4 Premiere and it IS yo bidness! Jason My Producer makes his triumphant return JUST IN TIME for Breaking Penis News! An influencer talked about her ex-husband’s VERY large manhood and he SUED HER. Fair or Re-DICK-ulous? Drake debuted his Goth Girlfriend- if you’ve been too busy to keep up with their dates at Casa Loma, Hot Topic and Medieval Times, Jessi fills you in with an all new Dumb and Busy.

    Plus- did Channing Tatum start a FInstagram Account to troll his ex online… we HOPE not (but let’s be honest, we’re not above it). And should you take an Iced Coffee to a job interview? Gen Z thinks so…but Millennials are HOT (coffee) and BOTHERED by it. All that plus the debut of a new, user generated segment entitled “Calling All Thirsty Grandmas”. You’re welcome mom.

    Hosted on Acast. See acast.com/privacy for more information.

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    1 hr and 7 mins
  • I’m Young, I’m Relevant, I’m Shirtless w/ Amanda Walsh (ft. Sydney Sweeney, Tom Cruise, Taylor Swift, The Emmys)
    Sep 17 2026

    GET TICKETS TO EVENING CLUB BEFORE THEY’RE GONE HERE: www.jessicruickshank.com/tour


    It’s the Season 3 Finale of Phone A Friend and phonie-favourite Amanda Walsh is back as guest co-host! The BFF’s break down the most talked about moments from the Emmys including Taylor Swift’s cameo, John Mulaney’s shocking jokes and Zendaya’s pixie cut (NEVER LET JESSI GET ONE). Then Sydney Sweeney LOVES SPORTS (pronounced: ‘SPRS’) and she’s straddling a tennis racquet to let you know just HOW MUCH she loves sports. But is her new commercial anti-feminist or ABSOLUTE GENIUS?


    All that plus; Calling All Thirsty Grandmas… Tom Cruise is showing us his treasure trail- we just really don’t want to think about the treasure. And listeners from Alberta are NOT impressed with Jessi… they’re leaving angry voicemails to tell her why.


    As always, ask Jessi ANYTHING here: HERE: 323-448-0068

    Hosted on Acast. See acast.com/privacy for more information.

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    1 hr and 4 mins
  • A Magical Night, Man w/ Joey McIntyre (ft. Travis Kelce, Carlos Alcaraz, Miley Cyrus, Prince George & Elizabeth Holmes)
    Sep 10 2026

    Step By Step… OOH BABY it’s a cute little end of summer episode with New Kids On The Block’s Joey McIntyre! First, Travis Kelce FINALLY spills secrets about his wedding to Taylor Swift, but is this ALL we’re getting!? Carlos Alcaraz must be a Phonie because he covered his nipples and it cost him the US Open! Nathan Fielder shocked the world with his new Elizabeth Holmes documentary (that Jessi has seen, TWICE) and the Spice Girls make a major announcement!


    All that plus we revisit one of Jessi’s favourite conversations with Joey McIntyre where he

    reveals what cosmetic work he’s had done and what plastic surgery procedures he wants. He shares intimate secrets about each member of NKOTB and he is SO DREAMY Jessi takes her pants off for him. Immediately.


    Oh and JESSI MAKES A MAJOR ANNOUNCEMENT- Get your tickets to Evening Club HERE:

    www.jessicruickshank.com/tour


    As always, ask Jessi Anything, HERE: 323-448-0068


    Hosted on Acast. See acast.com/privacy for more information.

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    58 mins
  • ALLEGED DOG w/ Pooja & Gurdeep (ft. Heidi Montag, Wendy Kelce-Swift, Ella Langley & Carlos Alcaraz)
    Sep 3 2026

    Hold on to your tank tops! This episode is a wild ride, with guest co-hosts Pooja Handa and Gurdeep Ahluwalia of The Pooja and Gurdeep Show! They begin with an intellectual discourse about Heidi Montag’s single “Matcha”, then dive into the DOGbut of Travis and Taylor’s Dog Wendy Kelce-Swift. Kendall Jenner and Jacob Elordi also have an ALLEGED DOG- so when is the right time to introduce a pet into a relationship?


    Then, Ella Langley’s “Choosin’ Texas” is breaking Billboard records… and Jessi has never heard it. She’ll listen to it for the first time (DojaCat-Style) and react LIVE. Did Carlos Alcaraz' nipples ruin the US Open… or make it BETTER? And Taylor Hanson is on Dancing with the stars… in an MMMMBOP, Jessi has thoughts.


    EVENING CLUB: THE TORONTO RESIDENCY! November 14th- Get Tickets NOW: www.stubwave.com


    As always, ask Jessi Anything, HERE: 323-448-0068



    Hosted on Acast. See acast.com/privacy for more information.

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    58 mins