Phone a Friend with Jessi Cruickshank

ICYMI- Forgive Me or Forget Me w/ Heidi Montag (Jason's Pick!) 02.07.2026 1u 28min

Jason's pick for today's Summer Repeat is more relevant than ever after Spencer Pratt's mayoral run and Heidi's new album out NOW! In this episode, Jessi reunites with Heidi Montag for the first time in 10 years to clear the air. Did Heidi HATE The After Show? What did she REALLY think of Dan and Jessi?  Was Spencer ACTUALLY a threat to their safety at the series finale? Does Heidi still want to be the new Michael Jackson? All that, and  SHOCKING revelations about money, fame, plastic surgery, motherhood and making NEW MUSIC! (stream ‘SUPERFICIAL’ now) Plus, Jessi breaks down the HIGHS and LOWS of The Oscars, investigates Kate Middleton’s disappearance (this did not age well) and unpacks the explosive behind-the-scenes DRAMA on Queer Eye. If this was a visual medium, you could read Jessi’s Body Language to see HOW EXCITED SHE IS FOR THIS SUMMER REPEAT… but it is a podcast, so trust us on this one, and enjoy!We’re back in a couple of weeks- leave Jessi A Voicemail about Anything, HERE: 323-448-0068 Hosted on Acast. See acast.com/privacy for more information.

The Gentleman is DEAD (ft. Xav Trudeau, Trayvis Swelce, Blake Lively, OBSESSION, Will Arnett & Jason Bateman) 25.06.2026 1u 21min

Jessi is serving up ALL the BEHIND THE SCENES TEA from Evening Club Ottawa ft. Xav Trudeau- she explains THAT viral moment singing Katy Perry’s Firework, defends Xav against the haters and tells us what he was REALLY LIKE backstage (it’s surprising!) Then- will Blake Lively get an invite to Taylor Swift’s wedding? Don’t grab your girls or your florals just yet… we have an update. Plus- Jessi has a list of the best and worst celebrity tippers… related: should you tip at a Starbucks? (but actually, leave us a Voicemail and TELL US). Jessi is FIRED UP over the controversial reason the film OBSESSION has gone viral and F**K YOU Jason Bateman! Why Will Arnett is feuding with his Smartless co-host over… poop? Jessi LOVES hearing your voicemails- Ask her Anything, HERE: 323-448-0068 Hosted on Acast. See acast.com/privacy for more information.

An Episode About Sports (ft. Taylor Swift, Timothee Chalamet, The Beckhams, Justin Trudeau, Katy Perry, Tyra Banks and NUNS🙏) 18.06.2026 1u 3min

It’s an episode about SPORTS! Ok, mainly STARS AT SPORTS! Taylor Swift was at the (Stevie) Knicks game but was it for the photo op? Plus, rumors that her wedding will be held at Madison Square Garden have Jessi OBJECTING! Timothee Chalamet says the Knicks win is ‘Way Better Than The Oscars” but do we believe him? Then, Justin Trudeau chooses being a “supportive boyfreind” over rooting for Team Canada and Brooklyn Beckham uses his family feud to cash in on a World Cup commercial. (another OBJECTION!)Then, are the pop girlies giving us a “Bummer Summer”? Why Ariana Grande, Olivia Rodrigo and Katy Perry are making us cry on the dancefloor. Nuns are making us happy on Tik Tok! We praise the rise of ‘Nun-Tok’ and smize suspiciously over Tyra Bank’s Netflix Lawsuit.All that and a voicemail that is so touching it brings Jessi to tears. Leave Jessi a message (that doesn’t necessarily need to make her cry) HERE: 323-448-0068EVENING CLUB! The final 4 shows are in LONDON! OTTAWA! MONTREAL! and GUELPH! THIS WEEK- you’re not to late to grab tickets and join the club at www.jessicruickshank.com/tour Hosted on Acast. See acast.com/privacy for more information.

Like TruDaddy, Like TruSon 11.06.2026 55min

Evening Club featuring Xav Trudeau is ONE WEEK AWAY! To celebrate, we are revisiting the phone call that started it all. Xav tells Jessi EVERYTHING about his music, his critics, his childhood, his dad, his dad’s relationship with Katy Perry and how his MOM is handling it ALL. Plus! We’ve got important Phonie UPDATES! It will not be a #PrattSummer after all- how Spencer is handling his surprising loss in the LA Mayoral race (spoiler: NOT WELL). Justin Trudaddy and Katy Perry make their handsy red carpet debut, Taylor Swift’s new single is meaningful (or is it?), and Ariana Grande is newly single. EVENING CLUB: THE FINAL 4 CITIES !! LONDON, OTTAWA, MONTREAL AND GUELPH get your tickets HERE: www.jessicruickshank.com/tour As always, ask Jessi Anything, HERE: 323-448-0068 Hosted on Acast. See acast.com/privacy for more information.

You’re Doing Amazing, Smoothie (ft. Spencer Pratt, Taylor Swift, Hudson Williams, Rosie O’Donnell, Gwyneth Paltrow, Keke Palmer & Cynthia Erivo) 04.06.2026 1u 11min

Jessi IS doing amazing… just not amazing enough to afford the new Kris Jenner smoothie. We have surprising Spencer Pratt election results live from Los Angeles and SO.MUCH.MORE. Taylor Swift has a new single! Rosie O’Donnell has a new face! Donna Kelce has new windows! And Hudson Williams has a new award! Plus, Keke Palmer’s AD home tour has sent Jessi SPIRALING and Cynthia Erivo is defying gravity, also interview questions. All that plus Evening Club re-caps and PRIDE CELEBRATIONS! 🏳️‍🌈🌈Evening Club Tickets: www.jessicruickshank.com/tourAs always, ask Jessi Anything, HERE: 323-448-0068 Hosted on Acast. See acast.com/privacy for more information.

BUSHY AND BULBOUS (ft. Travis & Taylor, Anne Hathaway’s face, Taylor Swift’s Bangs, Katy Perry and Trudaddy) 28.05.2026 56min

Chug a beer on the Jumbotron! This episode has it ALL! A comprehensive Travis & Taylor update- including wedding details! Courtside chugging! And the bushy & bulbous bangs that have divided the internet. Then, Anne Hathaway denies plastic surgery rumors and tells us what she did to look so taught. Jessi tries it… and shares the results. Would you go to a “phone-free event”? It’s the hottest new trend in live entertainment. All that and Katy Perry tells all (too much?) about her love for Justin “Trudaddy”. We apologize in advance, but we ARE playing the clip. ENJOYYYY!Jessi is in WINNIPEG! EDMONTON and CALGARY this week! GET TICKETS TO EVENING CLUB: www.jessicruickshank.com/tourAs always, ask Jessi Anything, HERE: 323-448-0068 Hosted on Acast. See acast.com/privacy for more information.

hot-daddy-abs (ft. Alex vs Alix, Bethnny Frankel vs Shoes, James Charles vs Regular People, Kevin Jonas, Kendall Jenner & Jacob Elordi) 21.05.2026 58min

EVERYONE IS FEUDING and we’re taking sides! Alex Cooper announces a pregnancy to spite Alix Earle, Bethenny Frankel is upset about free shoes and James Charles hates regular people. We’ll unpack it all from our Spirit Airlines-approved carry ons. Then, did Kevin just become the hottest Jonas? A new video has us calling all thirsty moms and Jonatics. Speaking of thirsty, Kendall Jenner is drinking rose straight out of the bottle with her new man Jacob Elordi, so is Kris managing this relationship? All that plus a roast of The Roast of Kevin Hart. Be a FUN PERSON- come to Evening Club! Tickets: www.jessicruickshank.com/tour As always, leave Jessi a message, HERE: 323-448-0068 Hosted on Acast. See acast.com/privacy for more information.

Eveningmaxxing (ft. Spencer Pratt, Rihanna, Chrissy Teigen, Spice Girls, Lemon Girl & Poopmaxxing💩) 14.05.2026 1u 3min

Jessi is back after a weekend of Eveningmaxxing - she unpacks the WILD launch of ‘Evening Club’. Then, Rhianna got a questionable tattoo, Chrissy Teigen has 12 Nannies and the Spice Girls have BIG NEWS. Plus! Is Jessi voting Spencer Pratt for Los Angeles mayor?? He is currently a front runner in the race- we’ll tell you how he did it and why he might actually WIN. What is “Poopmaxxing” and why is it Hot On TikTok? And the Canadian woman who was arrested for sending her ex-boyfriend… lemons? 🍋do a little Podmaxxing with us, now! Evening Club is a national phenomenon! Get tickets before they’re GONE: www.jessicruickshank.com/tourAs always, ask Jessi Anything, HERE: 323-448-0068 Hosted on Acast. See acast.com/privacy for more information.

Who Let The Nips Out? (ft. The Met Gala, Blake Lively & Justin Baldoni, Madonna and N0rth W3st) 07.05.2026 58min

Connor & Hudson! Beyonce & Blue! Bad Bunny & Katy Perry! Today we walk the stairs of the Met Gala to crown our Best, Worst and Least Dressed stars! Blake Lively was there like the last two years (and a settlement!) never happened… we discuss. Plus! The Pussycat Dolls CANCEL their American tour due to poor sales… DON’T CHA wish you had gotten your tickets?All that and North West just dropped a ‘Rage Rap’ album… don’t worry we’ll play it for you so you can dance or RAGE. And Gen Z has discovered the next. Big. Singer…. MADONNA! We tell you why she is suddenly ‘Hot on Tik Tok’ (that video Jessi promised you is HERE: https://www.tiktok.com/@gala.fr/video/7630133366574058774?is_from_webapp=1&sender_device=pcEVENING CLUB DEBUTS THIS WEEK! Life is about the accumulation of memories phonies, accumulate some with Jessi, HERE:  www.jessicruickshank.com/tour As always, ask Jessi Anything, HERE: 323-448-0068 Hosted on Acast. See acast.com/privacy for more information.

The King Of (producing) Pop w/ Humberto Gatica 30.04.2026 1u 15min

BY POPULAR DEMAND! Jessi sits down with 17-time Grammy Award winning music producer and recording engineer Humberto Gatica- not only did he mix all the music for the new movie “Michael” he worked with Michael Jackson on Thriller, Bad and Dangerous, he recorded Celine Dion’s My Heart Will Go On, Whitney Houston’s songs for The Bodyguard, he made Michael Buble the star he is today and he is sharing ALL OF THE BEHIND-THE-SCENES stories you won’t hear anywhere else. Why? Because he’s Jessi’s Father-In-Law! Plus! The business mogul behind the Kardashians, Emma Grede, says 3 hours a day with her kids is enough. So… is it? Then it’s Khloe vs Lamar- we break down the new Netflix documentary that did not go as the former couple had planned. All that and a Tik Tok beauty secret that actually WORKS!EVENING CLUB LAUNCHES NEXT WEEK IN ST. CATHERINES! HAMILTON! and TORONTO! Get tickets: www.jessicruickshank.com/tourAs always, ask Jessi Anything, HERE: 323-448-0068 Hosted on Acast. See acast.com/privacy for more information.

Raised by Rosie O’Donnell w/ Spencer West 23.04.2026 1u 15min

Live from Cancun… Jessi skips a foam party to catch you up on the Alix vs Alex feud (or lack thereof?), the Harry Styles engagement news, Jill Biden on Heated Rivalry and Madonna at Coachella. Plus! Gen Z and Millennials are officially AT WAR (if we could have typed that in “Squeeze” we would have).Then, Jessi phones a longtime friend, world-renowned queer and disability rights activist, content creator and author Spencer West to talk about his inspiring new book, 90’s queer icons and Rosie O’Donnell. Catch this Koosh ball and enjoy!As always, ask Jessi Anything, HERE: 323-448-0068EVENING CLUB LAUNCHES IN 2 WEEKS! Get tickets: www.jessicruickshank.com/tourPre-order Spencer’s book “Breaking Free”: www.spencer2thewest.com Hosted on Acast. See acast.com/privacy for more information.

Justin Time for Coachella w/ Xav Trudeau AGAIN! 16.04.2026 1u 7min

It’s a TEENAGE DREAM! Bieberchella divided the desert, and the internet- so did we LOVE or HATE Justin Bieber’s performance? Then, Jessi phones a friend who was THERE- Xav Trudeau returns to de-brief his experience at Coachella and make a MAJOR ANNOUNCEMENT ON PHONE A FRIEND … you’re hearing it here FIRST, Phonies!Plus! Feud Updates! Meghan Markle is BACK IN at Netflix? Chappell Roan does NOT hate 11 yr olds and Alix vs Alex…if you don’t know what in the Alex we’re talking about- Jessi has an all-new Dumb and Busy to help you understand the Alex Cooper vs Alix Earle DRAMA. All that plus Tik-Tok Self-Care trends you MUST TRY and MUST SKIP. Baby, Baby, Baby … it’s another life-changing episode!Jessi is waiting for your message, about ANYTHING, HERE: 323-448-0068GET YOUR ‘EVENING CLUB’ TICKETS BEFORE THEY’RE GONE! www.jessicruickshank.com/tour Hosted on Acast. See acast.com/privacy for more information.

Let’s go Back…Back To The Beginning… w/ Talan Torreiro & Morgan Smith from Laguna Beach 09.04.2026 1u 11min

Jessi is filling your RED CUP with NOSTALGIA and re-visiting Laguna Beach with Season 1 cast members Talan and Morgan! What was real and what was fake? Did Talan really hook up with all of the girls in the cast? What are they embarrassed to re-watch? What was in their red cups? And what are they up to now!? Then, Talan reveals why he had to apologize to Kristin Cavallari during the reunion special and did he really did date Nicole Scherzinger!? Don’t Cha wish Jessi would ask? (spoiler: she will). Plus- Backstreet Boy Brian Littrell is using homophobic slurs to defend his  private beach and Kris Jenner can make you RICH! We’ll tell you HOW… NOW! As always, ask Jessi Anything, HERE: 323-448-0068 Hosted on Acast. See acast.com/privacy for more information.

My Lovely Lady Lumps (ft. Tate McRae, Celine Dion, The Backstreet Boys, Nickelback, Jake Shane, Travis & Taylor and Jon Bernthal vs.Naps) 02.04.2026 1u 6min

Jessi’s kids are on Spring Break but Pop Culture is NOT! From Celine’s return, to Nickleback's collab with Megan Thee Stallion and The Backstreet Boys collab with Paw Patrol we’re covering all of this week’s exciting/confusing music news! Plus, do Travis and Taylor have “cousin chemistry?” And should Traitor McRae have gone to the Junos? We have (patriotic) thoughts. Then, is it time to ban influencers from Red Carpets? Why Jane Shane is getting cancelled for what he said on the Vanity Fair red carpet. All that and what is your stance on NAPS? If you’re taking one right now… WAKE UP! It’s an all new episode! Shake your lovely lady lumps with Jessi at “Evening Club” : www.jessicruickshank.com/tour As always, ask Jessi Anything, HERE: 323-448-0068 Hosted on Acast. See acast.com/privacy for more information.

Rock Your Bodycam (ft. Justin Timberlake, Taylor Frankie Paul, Chappell Roan & Meghan Markle) 26.03.2026 1u 7min

This is gonna ruin the episode. What episode? THIS ALL NEW EPISODE. Justin Timberlake’s arrest footage has been released and Jessi has a surprising take. Taylor Frankie Paul’s season of The Bachelorette was cancelled - or was it? We have the real tea from behind-the-scenes that you won’t hear anywhere else. Plus, Chappell Roan hates children. Ok not ALL children, just one sweet, innocent 11 year old - so who is at fault?Then- we have important updates on The Glambot Guy! The scorned Pussycat Dolls! The creator behind ‘Very Mindful, Very Demure’! And the demise of Meghan and Harry’s Netflix deal! All that plus YOU weigh in on hot cartoon characters and even HOTTER redheaded men. Don’t Drink and Drive. DO listen to this ALL NEW EPISODE!Dance with Jessi from 7-10pm … get tickets to EVENING CLUB, here: www.jessicruickshank.com/tourAs always, ask Jessi Anything, HERE: 323-448-0068 Hosted on Acast. See acast.com/privacy for more information.

I Need A Big Cuddle (ft. Evening Club, The Oscars, The Pussycat Dolls & Groundskeeper Willy) 19.03.2026 1u 15min

DRAMA! COMEDY! PUSSYCAT DOLLS! This episode covers every important genre. First, Jessi breaks down everything you didn’t see at The Oscars- Who PUSHED Teyana Taylor? What did Timothée whisper to Kylie? When did Leo become FUN? And why does the academy hate K-Pop Demon Hunters? Then, the Pussycat Dolls are reuniting without THE REDHEADS. Jessi is seeking justice. Plus, is Groundskeeper Willy the hottest cartoon? Or is it Aladdin? Prince Eric? The dad from Inside Out? We weigh in on this divisive issue. And Jessi’s husband Evan makes a surprise appearance to share intimate details about their personal finances with the world! If you need a cuddle, curl up with this ALL NEW EPISODE!Meet Jessi at EVENING CLUB: A Dance Party from 7-10pm. Tickets are going FAST get them HERE: www.jessicruickshank.com/tourAnd ask Jessi Anything, HERE: 323-448-0068 Hosted on Acast. See acast.com/privacy for more information.

A Dying Art… A Potent Fart (ft. Timothee Chalamet, Harry Styles, Kylie Jenner & Donna Kelce) 12.03.2026 51min

What does Timothee Chalamet have against CULTURE? Jessi INVESTIGATES... and discovers a shocking twist to this story that no one is talking about. Then - a HUGE story about Travis Kelce’s… mom. Jessi breaks down the details if you’ve been too Dumb and Busy to keep up. Plus! What do WE think of the new Harry Styles album and his Netflix doc? We’ve got HOT TAKES on the (very occasional) Disco.  All that and your reactions to the Xav Trudeau and finally and answer to the age old question - Whose farts smell worse? Men’s or Women’s? The answer will surprise you! As always, ask Jessi Anything, HERE: 323-448-0068 Hosted on Acast. See acast.com/privacy for more information.

An Official MAN w/ Xav Trudeau 05.03.2026 1u 11min

IT’S THE EPISODE WE’VE BEEN WAITING 18 YEARS FOR. Xav Trudeau is officially a MAN and he’s taking Jessi’s call to talk about EVERYTHING from his music and his critics, to his childhood, his dad, his dad’s relationship with Katy Perry and how his MOM is handling it ALL. Plus! Are Benny Blanco’s feet ground for divorce? Was Jim Carrey cloned? Has Rihanna aged terribly? The internet thinks so, but we’ll be the judge. All that and Jessi went to a child’s birthday party with Hilary Duff. Jason may never recover. Roll one, light one and ENJOY! As always, ask Jessi anything, HERE: 323-448-0068 Hosted on Acast. See acast.com/privacy for more information.

Glitter & Bronze w/ Olympic Medallist Piper Gilles 26.02.2026 1u 15min

Canadian Ice Dancer Piper Gilles JUST returned from winning a Bronze Medal at the Winter Olympics and she’s TAKING JESSI’S CALL! She spills the TEA on the DRAMA that unfolded at her event- Was the judging corrupt? Should she have won Silver or Bronze? Piper TELLS ALL- Plus! She answers Jessi’s stupid questions about Sex at the Olympics and Sidney Crosby (unrelated, unfortunately). You will laugh and you will cry -Jessi did all of the above. There’s more! Is Katy Perry pregnant? Are the Spice Girls reuniting? WHAT did Hilary Duff say about Ashley Tisdale? All that plus a guest appearance by Rio and Dray and Jessi recounts her run in with her childhood (/adulthood) crush, Taylor Hanson. As always, ask Jessi Anything (even about your TAXES) HERE: 323-448-0068 Hosted on Acast. See acast.com/privacy for more information.

Rippin This Sh*t 🔥🤯🔥(ft. Killa Trav, Taylor Swift, Tyra Banks, Spencer Pratt, Ana Wintour & Hilary Duff) 19.02.2026 1u 2min

Dawg! I’m F*ing PUMPED for this episode!🍻Before you spend 5k on tickets, Jason has a VERY HONEST REVIEW of Hilary Duff in Las Vegas. Did Taylor Swift throw shade at her exes in the Opalite music video? Jessi breaks down the fan theories and reads Travis Kelce’s DM’s. They are not poetry, but BRO-ETRY. 🔥🤯🍻 Is Tyra Banks America’s Next Worst Apologizer? We break down the most shocking moments from the new documentary “Reality Check”. All that, plus Jessi’s husband Evan interrupts to share his (unwelcome) thoughts on Jessi’s Olympic viewing habits. Should Jessi vote Spencer Pratt for Mayor of LA? His sister Stephanie Pratt doesn't think so. And did Ana Wintour just teach us all a lesson in passive aggressiveness? Her new interview with Vogue successor Chloe Malle is The Devil Wears Prada, IRL. That’s All. ENJOY BRUH! RIP THIS Sh*TTTT!!!Jessi is waiting to answer your voicemails about anything, HERE: 323-448-0068 Hosted on Acast. See acast.com/privacy for more information.