For the first time in Phone A Friend HISTORY… Jessi invites a straight man to guest co-host! Max Kerman, frontman... more

Jessi is getting emoshi in Winnipeg! She shares the unexpected moment at her Live Show in Saskatoon that made her... more

Does wearing White Sneakers mean you don’t fornicate? Are Pedro Pascal and Jennifer Aniston Secretly DATING? Does Evan know ANY... more

Piper NOOOO! Bad Bunny YESSS… this Mid-Season-Banger BANGS. First, Jessi is breaking down The White Lotus- the toxic friends, romantic... more

Who is getting back together, who is breaking up and who is spraying on the Divorce Dust? Jessi’s husband Evan... more

Give this mid-season banger an award, already! Jessi reveals her Highs and Lows of the Oscars and why Kylie Jenner... more

There's a reason Jessi LOVES a Mid-Season Banger and THIS EPISODE IS IT. Unhinged in all the best ways, Jessi... more

It’s our Season 2 Finale and we are celebrating by reheating ALL the nachos (don’t worry, we’ll explain). First, Jessi... more

Superbowl! Valentines Day! Awards Season! We have SO.MUCH.TO.CELEBRATE! First, Jessi breaks down EVERYTHING that happened at the Superbowl, except the... more

The Grammy’s featured boobs, upper thigh, lower pelvis, full frontal nudity and music… a little music- Jessi breaks down the... more

Jessi watched “It Ends With Us” and it ends with her having STRONG.THOUGHTS. She’s breaking down the movie, Justin Baldoni’s... more

Jessi has escaped America for Punta Cana! Where she is trying not to let her Dominican LOVE AFFAIR distract her... more

IT'S BEEN... A WEEK. Jessi is back home after evacuating from the L.A wildfires to share her personal experience of... more

Like Meghan Markle on Instagram JESSI IS BACK BABY! It’s the first new episode of the year but it feels... more

After MONTHS of desperately (pathetically) trying to get Eras Tour Tickets… 2 days before the FINAL SHOWS, Jessi GOT THEM.... more

Good Charlotte? More like GOOD EPISODE! Jessi is holding space… for Joel Madden in an intimate, personal conversation. What was... more

Deck the Halls with Clay Aiken’s Balls on this VERY FESTIVE episode! We are kicking off the holiday season with... more

THIS IS NOT A DRILL. Lindsay Lohan is on Phone A Friend! Jessi asks about her Lohanaissance, her ex-boyfriends, unflattering... more

It’s People Magazine’s Sexiest Episode Alive! Is John Krasinski HOT or is he MID? Prince William has a beard and... more

We’re talking POLITICS, GIRL! The morning after the presidential election, Jessi gives her unfiltered thoughts, then she phones award-winning journalist... more

It’s our Halloween Phone-Tacular and we’re celebrating the witch and the famous… P.Diddy! The Menendez Brothers! Sexy Elmo! We debate... more

This week had highs, lows and undercuts… Jessi falls in love with Andrew Garfield, LIVE ON THIS PODCAST, but... more

The (Boba) Tea is HOT this week! Simu Liu has ignited the world’s first Dragon’s Den scandal and Jessi is... more

Jessi is in Toronto where she has been LUSTING AFTER ADAM BRODY on “Nobody Wants This” I mean… working. She... more

Take a picture of your toilets because this episode is the SH*T! Jessi starts by dropping HUGE NEWS about spotting... more

Tighten your corsets Bad A$$ Business Bitches because Nicole Young is here to speak out for the FIRST TIME about... more

Trigger Warning: If you are a member of “The Sussex Survivors Club” this episode is not for you. We break... more

POLITICS! POP CULTURE! POP MUSIC! HOT PEOPLE! BLOW JOBS! BRACES! Today, we're covering it ALL... First, eat your dogs and... more

It’s Pumpkin Spice Season and we’re celebrating with our SPICIEST episode YET! Matt Barr, the man with the world’s BIGGEST... more

This week, Jessi AND Justin Bieber welcomed new babies into their homes! Jessi is Lizard Mom and she has thoughts... more

In this timeless classic all new episode Jessi mourns the end of an era… two eras actually… with the official... more

The Olympics are over but Jessi earned a Gold Medal in watching them!  Raygun! Snoop Dog! Olympians on Only Fans!... more

Today is a very stupid, very fun and very personal episode. For the first time, Jessi opens up about her... more

Gaga, Celine, Hot Gymnasts, Cold Rooms, Canadian Scandals- Jessi is bringing you IN DEPTH Olympic Games coverage, minus the sports... more

In this very special episode, Jessi is clearing out her inbox and checking YOUR voicemails, LIVE! You force her to... more

It’s Jessi’s Birthday! And we’re celebrating in the only way we know how… by forcing her to take a Tiger... more

Jessi is back from Cancun where she was serenaded by a solo saxophone player, playing Pitbull… WHO SAYS ROMANCE IS... more

It’s a Special (wet, hot) Summer Throwback Episode! Jessi revisits her phone call with Heidi Montag, that Heidi later called... more

It’s a VERY SPECIAL EPISODE featuring Cat and Nat LIVE from my GUESTHOUSE where they are staying as my Airbnb... more

Justin Timberlake committed the MOST 2008 crime ever and as the world’s preeminent Justin Timberlake apologist, Jessi finds a way... more

Now That’s What I Call PODCAST! This week we celebrate Jessi’s ALL NEW 2000’s themed Live Tour with Shawn Desman!... more

Jessi is recording Live from Florida! Recently named “the least pride-friendly state” in North America! Which means she needs to... more

Today is THE DAY! Jessi’s debut Stand Up Special “Minivan Money” is streaming NOW at VEEPS.COM/jessicruickshank ! To celebrate, she’s... more

Bennifer is allegedly OVER and Jessi is NOT OK. She puts together a complete timeline of their supposed break up... more

Jessi is ready to SPIT SOME BARS and START SOME FEUDS with a lot of very famous, very powerful people... more

Jessi has returned from Las Vegas where The Lovers and Friends Festival was… CANCELLED. She unpacks the disappointment, the desperation,... more

Jessi is LIVE from TORONTO for her official Joe Fresh Collection Launch (IN STORES & ONLINE NOW) and she's taking... more

Swifties BEWARE: this week, Jessi is sharing her unfiltered opinion about The Tortured Poets Department, please don’t torture her for... more

wow. wow. WOW.  Jessi has emerged from a foam party in Cabo to tell you EVERYTHING about her girls trip;... more

It’s our first post-eclipse episode and we are reaching TOTALITY (still not sure what that means). Jojo Siwa has officially... more

This episode is a Real Life Boogie and a Real Life Hoedown as Jessi tries to convince Jason to listen... more

Turns out it wasn’t The Masked Singer. This week, Jessi (and the WORLD) issue a formal apology to Kate Middleton. Then,... more

It’s the episode Jessi has waited ALL WEEK A LIFETIME to record! She’s giving ALL the insider details about being... more

It’s our SEASON 2 PREMIERE!! To celebrate, Jessi reunites with Heidi Montag for the first time in 10 years to... more

Hot off her sold-out comedy show, Jessi is coming at you LIVE from a blizzard in SASKATCHEWAN ! Yes, this... more

BENNIFER 4EVA! Jessi was moved to TEARS (and AROUSED) watching the new Jlo & Ben Affleck documentary “The Greatest Love... more

This is Me… Jessi in an ALL-NEW MID SEASON BANGER! I watched Jlo’s “This Is Me… Now: A Love Story”... more

“VIVA LAS VEGAS!” This is the SUPERBOWL of mid-season bangers… and Jessi is tackling (pun intended) The GAME! The HALFTIME... more

It’s a mid-season banger filled with Chaos Queens: Miley Cyrus! Jay Z! Taylor Swift! Donald Trump! Jessi breaks down the... more

Ready or Not… It’s a mid-season banger filled with COMEBACKS! Justin Timberlake is BACK with new music! Vanderpump Rules is... more

IT’S A MID-SEASON BANGER MIRACLE! Jessi survived pink eye, lice, covid and a work trip with her 3 children and... more

Jessi says “Yes, and?” to EVERYTHING in this Mid-Season Banger! Including Ariana Grande’s new, controversial single ‘Yes, And?’ Then she... more

It’s a GOLDEN Mid-Season BANGER ! First, Jessi watched The Golden Wedding with her mom and her reaction was platinum.... more

In one of Jessi's FAVORITE INTERVIEWS OF THE YEAR, Shenae Grimes-Beech will make you say ‘9021-0H-MY-GOD!’ with shocking, unfiltered revelations... more

Get Horny in time for the Holidays! With Jessi’s FAVORITE comedian/podcaster/singer of Christmas bangers Matt Rogers, who is here to serenade... more

It’s the Season 1 Finale of Phone A Friend and Jessi is celebrating with YOU! She leaked her number on... more

Brace yourself for influencing icon Jillian Harris like you’ve NEVER HEARD HER BEFORE: Off the feed, off the rails, unpolished... more

Hold on to your desks and pretend they’re not Ikea… Interior Designer to the STARS Martyn Lawrence Bullard is TELLING... more

We are OFF for Thanksgiving Week but this year, Jessi is grateful for YOU and for SHAWN DESMAN. That's why... more