Phone a Friend with Jessi Cruickshank
Jessi Cruickshank
Comedian Jessi Cruickshank HAS A PODCAST! Because she needed a safe space to talk about EVERYTHING without getting in trouble. Each week, she’ll give her hot takes on what’s happening in the world, in her home and in Pop Culture. But when she wants to dive deeper, learn more, or just understand important things like Who the F*&# is Bhad Bhabie? She’ll get to Phone a Friend! This can be a real-life friend, a celebrity friend, a sassy tween, a serious news anchor, a gay man who knows about The Real Housewives, a straight man who knows about sports, or the only person she could find who actually got Taylor Swift tickets. The conversations might last three minutes or the entire episode. They can be deep or petty, but they’ll all be eye-opening and HILARIOUS. New episodes drop EVERY THURSDAY wherever you get your podcasts! And if you read this entire description, you’re pretty much obligated to CLICK SUBSCRIBE and leave a 5 STAR REVIEW!LEAVE JESSI A VOICEMAIL: 323-448-0068FOLLOW JESSI: @jessicruickshank Hosted on Acast. See acast.com/privacy for more information.
Episodes
Mentioned books
Nov 20, 2025 • 1h 28min
Entertain ME Tonight w/ Cheryl Hickey
Cheryl Hickey is Entertaining US Tonight! After 18 years at Entertainment Tonight Canada, she tells ALL about the A-List Superhero who hit on her, the time she broke her butt with NSYNC and the one-on-one with Blake Lively she’ll never forget. Plus! Would you buy Hilary Duff tickets for $280,000? That’s not a typo-Jason My Producer would. Has Selling Sunset devolved into The Hills? Which of the 12 Hollywood Hunks on Vanity Fair’s new issue would YOU Marry, F*** and Kill and why Timothee Chalamet might just be a marketing genius. *Cue Entertainment Tonight Theme Song and Entertainment Reporter Voice: “THIS WEEK’S ALL-NEW EPISODE STARTS… NOW!” As always, ask Jessi Anything, HERE: 323-448-0068 Hosted on Acast. See acast.com/privacy for more information.
Nov 13, 2025 • 1h 11min
Sexiest Podcast A-LIVE! FROM VICTORIA! w/Jay Malinowski
This VERY SPECIAL episode is LIVE! And in a theater full of Phonies, with Jay Malinowski performing jingles live, anything can happen (and it DOES!) Jessi reads an offensive text and Prince Harry apologizes for his offensive behavior. But do we forgive him? Jonathan Bailey is the Sexiest Man Alive and Jessi calls HER thirsty mom up on stage to read this week’s arousing edition of “Calling All Thirsty Moms”. Gen Z thinks they invented “sitting in silence” with a new trend called “Rawdogging Boredom” and Shay Mitchell invented facemasks for Toddlers (we wish she hadn’t). Plus! Would you clone your dog? Tom Brady wants you to, and Jessi reveals if she’s ever hooked up with a celebrity- we told you ANYTHING COULD HAPPEN! So f*%k it, let’s do it LIVE! As always, ask Jessi Anything, HERE: 323-448-0068 Hosted on Acast. See acast.com/privacy for more information.
Nov 6, 2025 • 1h 12min
Life Is A Cabaret! w/ Countess Luann
This episode has EVERYTHING! SPORTS! SCANDAL! REAL HOUSEWIVES! First, Jessi flew to Toronto for Game 7 of the World Series and it didn’t turn out how she expected- in SO.MANY.WAYS. So how is her marriage holding up after the Blue Jays devastating win? Then, Meghan Markle’s 10th publicist just quit. You read that right. We’ll tell you why. Plus! Kevin Federline released a memoir that nobody wanted! Then, Lilly Allen makes SHOCKING allegations about her ex-husband David Harbour on her new album, we’ll play you the songs that blew our minds. All that AND our favorite Real Housewife of New York Countess Luann is here and she does. not. disappoint. Whether you are a RHONY fan or not, this conversation is everything (and might start a feud with Bethenny Frankel!) As always, ask Jessi Anything, HERE: 323-448-0068VICTORIA! COME RECORD ‘PHONE A FRIEND LIVE!’ WITH JESSI AT THE OAK BAY BEACH HOTEL ON NOV.12TH! One Night Only! TICKETS COME WITH DRINKS AND FOOD! GET THEM HERE: https://bit.ly/4nFyAya Hosted on Acast. See acast.com/privacy for more information.
Oct 30, 2025 • 58min
A HOUSE DIVIDED (ft. Blue Jays vs Dodgers, Jessi vs Evan, Katy and Justin, Jeremy Allen White & Halloween!!)
Evan and Jessi are the Romeo and Juliet of The World Series… and NOW they have become international news sensations. Fresh off of their appearances on Fox and CBS Jessi brings Evan on the pod to talk about their rivalry, their whirlwind press tour and what it’s like being a Dodger fan, married to a Blue Jays fan. Then- Katy Perry and Justin Trudeau HARD LAUNCHED their relationship at a strip club in Paris during the Blue Jays game- it wasn’t cool but was it strategic? Why North West is shocking everybody with her new look and why Jessi wants Jeremy Allen White to arrange HER flowers. All that and Jessi reveals her kids Halloween costumes here, first! Let’s GO BLUE JAYS! C’est L’Halloween! As always, ask Jessi Anything, HERE: 323-448-0068 Hosted on Acast. See acast.com/privacy for more information.
Oct 23, 2025 • 51min
Feel This Moment w/ Chantal Kreviazuk LIVE!
Did you know Chantal Kreviazuk has written HIT SONGS for Drake, Pitbull, P!nk, Christina Aguilera and MORE!?!? On this very special LIVE episode, she is TELLING ALL in front of a studio audience! How did a night out end up at a recording studio with Drake? Who is the most difficult star she's ever worked with? Which song does she regret giving to another artist? And WILL SHE SING HER HITS LIVE?! (SPOILER ALERT: SHE WILL and she will give you CHILLS).Plus! After 29 years with her hunky husband Raine Maida, what has she learned about love? This episode COULD save your marriage ... or, fantasize about theirs. So enjoy this episode and FEEL THIS MOMENT!VICTORIA! Wanna be a part of the next Phone A Friend LIVE? JOIN JESSI AT THE OAK BAY BEACH HOTEL ON NOV.12TH! One Night Only! TICKETS COME WITH DRINKS AND FOOD AND SO MUCH ONE-ON-ONE TIME WITH JESSI! GET THEM HERE: https://bit.ly/4nFyAya Hosted on Acast. See acast.com/privacy for more information.
Oct 16, 2025 • 1h 4min
Jeans on a Boat (ft. Katy Perry & Justin Trudeau, King Kylie, Laguna Beach & Taylor Swift)
Justin Trudeau and Katy Perry made out on a boat and Jessi has not stopped thinking about it. How serious are they? Do they make a good couple? What does his family think? When will Xav drop a verse about it? And WHY WAS HE WEARING JEANS!? Jessi has answers. Plus! Fans have tried to ‘improve’ the songs on Taylor Swift’s album- and you might like their versions better. Kylie Jenner just released her debut single and if King Kylie can do it, so can King Jessi. Then, did Dan and Jessi secretly host the Laguna Beach Reunion special? She’ll go back… back to the beginning… to tell all.Oh- and we’ll address the backlash we faced after last week’s episode. Are you listening yet? VICTORIA! COME RECORD ‘PHONE A FRIEND LIVE!’ WITH JESSI AT THE OAK BAY BEACH HOTEL ON NOV.12TH! One Night Only! TICKETS COME WITH DRINKS AND FOOD! GET THEM HERE: https://bit.ly/4nFyAya As always, ask Jessi Anything, HERE: 323-448-0068 Hosted on Acast. See acast.com/privacy for more information.
Oct 9, 2025 • 1h 19min
Low Tier Swifties w/ Taylor Swift Scholar Crystal Haryanto
Does Jessi like The Life of a Showgirl? Does Jason My Producer? They weigh in on the bops, the flops and the WOOD on Taylor Swift’s most controversial album yet. Then Jessi phones Crystal Haryanto, the Berkeley Professor who teaches a course on Taylor Swift and her review on the album is MORE SHOCKING than Taylor’s line about opening up her thighs. Plus! Nicole Kidman alters the world with her BREAKUP BANGS! Keith Urban is dating a 25 YEAR OLD!! Meghan Markle is being shamed for a contraversial instagram post and Jojo Siwa is TERRIFYING. We’ll tell you why on the show.. because BABY, THAT’S SHOWBIZNESS FOR YOU! VICTORIA! COME RECORD ‘PHONE A FRIEND LIVE!’ WITH JESSI AT THE OAK BAY BEACH HOTEL ON NOV.12TH! One Night Only! GET TICKETS HERE: https://bit.ly/4nFyAya As always, ask Jessi Anything, HERE: 323-448-0068 Hosted on Acast. See acast.com/privacy for more information.
Oct 2, 2025 • 1h 3min
Heartbreak Feels Good In A Place Like This (ft. Bad Bunny, Nicole Kidman & Keith Urban, Selena Gomez & Benny Blanco, The Golden Bachelor and Sydney Sweeney)
Jessi is officially in her ‘‘Under The Tuscan Sun’ era- she tells ALL from her scandalous trip to Cuba. Then- the surprising reason Taylor Swift is NOT playing the Superbowl and Bad Bunny is. Selena Gomez is married and Nicole Kidman is NOT. Plus- how would YOU feel if a guest brought their own food to your wedding? All that and Jessi’s husband is working on The Golden Bachelor- she’s got insider details on the shocking season premiere and why Bachelor Nation has TURNED on the Bachelor. Will you accept this episode? As always, ask Jessi Anything, HERE: 323-448-0068 Hosted on Acast. See acast.com/privacy for more information.
Sep 25, 2025 • 1h 12min
Comedians In Cars Getting Cancelled w/ Whitney Cummings
This week Jimmy Kimmel was pulled off the air, then put back on the air, and we felt like it was more important than ever TO HEAR FROM COMEDIANS. So… Jessi is phoning world-renowned stand up comic Whitney Cummings to get her take on free speech, cancel culture and staying funny as a new mom. Plus! Is Hailey Bieber Putin’s love child and is Avril Lavigne dead? Whitney weighs in on the world's biggest celebrity conspiracy theories. Then, Jayden Smith just got a huge job and people are screaming “nepotism”… but is it? Plus Zac Efron is hot, blonde and shirtless on a yacht. Thank god we have the first amendment so we CAN DISCUSS! Now! Leave Jessi A Voicemail: 323-448-0068 Hosted on Acast. See acast.com/privacy for more information.
Sep 18, 2025 • 1h 9min
That’s (too) Hot (ft. The Emmys, Paris Hilton, Avril Lavigne, Coachella & Taylor Swift vs Blake Lively)
Jessi gets (too?) HOT and bothered about the Emmy winners, the Emmy host and what it felt like to watch all of her high school friends win Emmys. Plus, Jessi’s kids had a DIRECT IMPACT on the Emmy nominations- she’ll tell you why. Also, IF YOU OWN A PARIS HILTON MINI-FRIDGE, SEND IT BACK NOW. And if you’ve always dreamed of owning Avril Lavigne Wine… now you can! We look at some shocking successful (and failed) celebrity products that you have to hear to believe.Then, is ‘Fleshwater’ a performer at Coachella 2026 or a food you can find at luxury grocery store Erewhon? Find out in a rousing game of ‘Coachella Performer or Erewhon Food’. All that and we break down the Taylor Swift Deposition DRAMA- will she be forced to testify in Blake Lively and Justin Baldoni’s trial? Jessi has answers and Taylor has a PARTITION (but WHY!?) We’ll discuss… on an ALL NEW episode of Phone A Friend!As always, ask Jessi Anything.. or just say Hi! HERE: 323-448-0068 Hosted on Acast. See acast.com/privacy for more information.
