Shows / The Pepper & Dylan Show

The Pepper & Dylan Show
Get caught up on the highlights of the Pepper & Dylan Show and take a deeper dive into the funny, random, and sometimes crazy thoughts of Pepper, Dylan, and Robbie the Intern on the Pepper & Dylan podcast. If they had longer hair, this is where they’d let those flowing locks down and get away with the things they may not be able to say on morning radio.
Episodes
The Pepper & Dylan ShowMay 13, 2025 - Parking Ticket Predicament, Rogers Place Beers, and The Stinky Boyfriend
Pepper has another parking predicament. This time, he thinks his son is to blame for his ticket. Are Rogers Place beers the same as Rexall Place beers? When…
The Pepper & Dylan ShowMay 12, 2025 - Flower Shop Beef, Dylan's A&W Tab, and Mean McDavid?
Dylan has a beef with a local flower shop who tried to take advantage of him for Mother's Day. Pepper tries to make a top 5 list of the best leafy greens. We…
The Pepper & Dylan ShowMay 9, 2025 - Pepper's Inappropriate Comment, Robbie's Mother's Day Song, and Dylan's A&W Tab
Pepper starts the day with an inappropriate comment. Why Robbie can't claim to be a giant Oilers fan. We attempt to find out how big Dylan's tab was while…
The Pepper & Dylan ShowMay 8, 2025 - Dylan Hit His Citywide 50/50 Goal!
We check in with Dylan after his second straight night of sleeping in the Devon A&W. We're always trying to learn new things on The Pepper & Dylan Show and…
The Pepper & Dylan ShowMay 7, 2025 - Dylan's Night Inside A&W, Successful Good Vibes, and Mouth Full Of Flies
We check in with Dylan to see how his night inside the Devon A&W went. He seems to be singing a different tune today. We catch up with the young man who wanted…
The Pepper & Dylan ShowMay 6, 2025 - Dylan Is Living In The Devon A&W
Today was all about Dylan's push to help sell Citywide 50/50 tickets. He's living inside the Devon A&W until we surpass a jackpot of $202,222. We have all…
The Pepper & Dylan ShowMay 5, 2025 - Senior Assassins, Dylan Living In An A&W, and Fighting Gorillas
Pepper & Dylan Show Highlights: Why are high school seniors wearing swimming goggles all over town? We can't believe what Dylan agreed to do to help sell…
The Pepper & Dylan ShowThe Weekly Wrap - April 25, 2025
We come up with a list of the worst kinds of people in the world who aren't criminals. Pepper's fiancé makes some very insulting comments in regards to his new…
The Pepper & Dylan ShowThe Time Someone Died On The Show
MATURE CONTENT: We continue with another episode in the Ask Us Anything series. Sam submitted a question that lead us down a number of avenues: "What has been…
The Pepper & Dylan ShowTen Minutes Or Less - April 21, 2025
Another failed attempt to record a podcast in 10 minutes or less. Pepper is NOT happy with Dylan's decision to get new glasses. There's no one more obsessed…
The Pepper & Dylan ShowThe Weekly Wrap - April 18, 2025
Dylan duped his girlfriend into getting out of bed to close the window. BAD BOYFRIEND! We debate the rules of who is responsible for this seemingly innocuous…
The Pepper & Dylan ShowSneak Peek Of Robbie's New Oiler Playoff Hype Song
We play a teaser of Robbie The Intern 's new playoff song. First, we try our best at some celebrity impersonations. Dylan has a separate request for Robbie to…
The Pepper & Dylan ShowDylan Can't Believe What His Mom Said!
Ten Minutes Or Less: Dylan is shocked about some of the thing his mom said over the weekend. She hadn't seen her son in a while and pointed a few things out…
The Pepper & Dylan ShowThe Weekly Wrap - April 11, 2025
We celebrate the warm weather with Robbie’ shorts song. We chat about the bugs that have started to emerge. A fun chat about pickleball. It seems to be a very…
The Pepper & Dylan ShowThe Pets Of Pepper & Dylan's Past
We talk about all the pets we've had from childhood to adulthood. Robbie's oddly named pets. What it's like growing up in a Fish & Wildlife home. The time…
The Pepper & Dylan ShowTen Minutes Or Less - April 7, 2025
Dylan wants more praise for wearing his new hat. We chat about our upcoming sidewalk sale. Everything you need to know to take part in this year's event. We…
The Pepper & Dylan ShowThe Weekly Wrap - April 4, 2025
Pepper's son claims a mouse stole one of his air pods. He was able to track it through his phone and insists a mouse took it into a forest. We try to figure…
The Pepper & Dylan ShowWhatchya' Watchin' This April?
We discuss some of the shows we've been binging or plan to binge. Commenting on some of Pepper's recommendations. Trying not to spoil the show "Paradise". Why…
The Pepper & Dylan ShowOur Next Radio Reality Dating Idea
Dylan and his girlfriend have been brainstorming a concept for our next show dating idea. With the popularity of our Bachelor Cam campaign, we've been anxious…
The Pepper & Dylan ShowThe Weekly Wrap - March 28, 2025
Robbie shared that he accidentally ripped out some of his girlfriend's hair while sleeping. He feels terrible about it. We debate whether or not we should be…
The Pepper & Dylan ShowGrilling Robbie About His New Girlfriend
Ask Robbie Anything! Pepper & Dylan are granted 10 questions about Robbie's girlfriend. He's always been the single one on the show so it seems like new…
The Pepper & Dylan ShowTen Minutes Or Less - March 24, 2025
Should we feel bad for poking fun at Pepper all the time? Pepper's unique relationship with his daughter. Her friends think it's weird. Breaking the law when…
The Pepper & Dylan ShowThe Weekly Wrap - March 21, 2025
On St. Patrick's Day, Pepper realizes he doesn't know much about Ireland. Is that normal? How little does the rest of the world know about Canada? We talk to…
The Pepper & Dylan ShowThe Weekly Wrap - March 14, 2025
On Mario Day (March 10) Pepper remembers his excitement as a young lad when the newest Mario game hit the stores. Listener Lance boasts to have never fallen or…
The Pepper & Dylan ShowOur 10-Year Anniversary Of Getting Fired
Ask Pepper & Dylan Anything: We start the podcast acknowledging it's been 10 years since being fired and scrubbed from the radio. We continue discussions on…
The Pepper & Dylan ShowPepper's Potential Celebrity Couple Friends
Ten Minutes Or Less: Pepper legitimately thinks he and his fiancé have a chance at becoming friends with a very famous couple. He needs help trying to weasel…
The Pepper & Dylan ShowThe Weekly Wrap - March 7, 2025
Dylan's been selling lots of things online lately which opens up the conversation about online reviews. The reason Pepper had to cancel his Air BNB Account. We…
The Pepper & Dylan ShowWhat Are You Watching Right Now?
Ask Pepper & Dylan Anything: What are the show's recommendations for must watch TV shows? We discuss the shows we're watching with our significant others, the…
The Pepper & Dylan ShowTen Minutes Or Less - March 3, 2025
Another attempt at doing a podcast in ten minutes or less... How many is too many? Dylan wonders if his girlfriend has too many bathroom items. Do you share…
The Pepper & Dylan ShowThe Weekly Wrap - Feb 28, 2025
What pizza is more elite? Homemade or Delivery? We need the audience's help to settle this one. Pepper is excited to tell the world that his daughter's friends…
The Pepper & Dylan ShowWhat Would You Choose As Your Last Meal?
Ask Pepper & Dylan Anything: WARNING - This podcast will make your mouth water. A simple question about our favourite meal to cook morphs in to an all out…
The Pepper & Dylan ShowPepper & Dylan In 10 Minutes Or Less
Another failed attempt to record a podcast in 10 minutes or less. Is frustrated the same as mad? Who do you frustrate the most in your life? Geometry chat…
The Pepper & Dylan ShowThe Weekly Wrap - Feb 21, 2025
Pepper wonders if the reason you're not allowed shaving in an airplane bathroom is because it will clog the toilet... This leads to some interesting plumbing…
The Pepper & Dylan ShowHow To Prep & Plan A Radio Morning Show
Ask Pepper & Dylan Anything: "How much planning/prep goes into what topics you'll discuss each morning?" Our show prep is constantly evolving. How Pepper's…
The Pepper & Dylan ShowThe Weekly Wrap - Feb 15, 2025
Pepper was shocked to see how old his friend got after not seeing him for a while. What everyday chores do you HATE to do even though they’re not that…
The Pepper & Dylan ShowDylan's Money Saving Advice
Ask Pepper & Dylan Anything: Pepper is away with a migraine so we take the time to answer some money saving questions directed at Dylan. He paid off his…
The Pepper & Dylan ShowTMI About Pepper's Private Doctor's Appointment
Ten Minutes Or Less: An attempt to share some interesting stories falls flat so Pepper takes it up a notch. He eventually shares WAY too much information about…
The Pepper & Dylan ShowThe Weekly Wrap - Feb 7, 2025
Pepper’s daughter joins us to explain why the police showed up to her massive house party. Pepper tries to make up for messing up an announcement for an…
The Pepper & Dylan ShowRobbie Comes Clean About His BIGGEST Lie
Robbie The Intern prides himself on being an honest person. However, there's one lie he's been keeping from Dylan for many years. He finally comes clean and…
The Pepper & Dylan ShowThe Big House Party Recap
Ten Minutes Or Less: Pepper recaps the big house party his daughter had for her 18th birthday. The police did show up! How house parties have changed over the…
The Pepper & Dylan ShowThe Weekly Wrap - Jan 31, 2025
Dylan receives a giant wake up call when another attempt at home repairs leads to a shocking result... Pepper is still searching for a shoe he lost when he was…
The Pepper & Dylan ShowWhat Do We Love Most About Each Other?
Ask Pepper & Dylan Anything: This one has some pretty mushy moments. We try and come up with the thing we love most about each other. This also opens up the…
The Pepper & Dylan ShowIntimacy Coaching, PDA, & Ryan Reynolds The Co-Host
Ten Minutes Or Less: This is Pepper's launch into intimacy coaching. Why Dylan is the king of making things awkward. Trying to understand the whole Blake…
The Pepper & Dylan ShowWeekly Wrap - Jan 24, 2025
We try to wrap our heads around time. How long do most people spend in the bathroom in their lifetime. Pepper is super excited about Amazon’s latest return…
The Pepper & Dylan ShowOur Biggest Complaints, Death Threats, & Formal Apologies
Ask Pepper & Dylan Anything: We were asked to share some of the biggest complaints that have been filed against us. Robbie talks about his experience getting…
The Pepper & Dylan ShowPepper's Vanishing Penis Problem
10 Minutes Or Less: Pepper decides it's time to find out if he's the only one who deals with a certain issue when he's nervous. Remember, the Pepper & Dylan…
The Pepper & Dylan ShowThe Weekly Wrap - Jan 17, 2025
Pepper has a list of the hardest things to fold but Dylan & Robbie have a list of their own. Gene Principe joins us to chat about Oiler birthdays. A simple…
The Pepper & Dylan ShowWhat Happened On That Mysterious X-Rated Vegas Trip?
Ask Pepper & Dylan Anything! Dylan & Robbie often reference a wild trip they took to Vegas that lead to some X-rated hijinks. There's a lot of details involved…
The Pepper & Dylan Show10 Minutes Or Less - Jan 13, 2024
Our new weekly podcast starts today but we struggle to keep it under 10 minutes. Pepper's dog may need some pricy medical procedures. How did dogs evolve to be…
The Pepper & Dylan ShowThe Weekly Wrap - Jan 10, 2025
All the best highlights from the week on The Pepper & Dylan Show. In this episode: Pepper makes us all feel old, Dylan gets banned from doing renovations…
The Pepper & Dylan ShowWhy Did Pepper Ask Dylan To Sleep With His Wife?
Ask Pepper & Dylan Anything! In this episode, the discussion evolves into the origin story of the show. Pepper & Dylan's first interaction was a proposition by…
The Pepper & Dylan ShowAsk Pepper & Dylan Anything #4
What do Pepper’s kids think of all the things he reveals on the show? Pepper shares insight into the reality as a radio host of almost being obligated to share…
The Pepper & Dylan ShowThe Best Animal Chat Of 2024
Animals are a recurring point of discussion on The Pepper & Dylan Show. Going through the 2024 archive really made us realize it's one of our most popular…
The Pepper & Dylan ShowAsk Pepper & Dylan Anything #3
What’s Dylan’s hack for not burning the roof of your mouth on hot food. For years, Dylan has teased he has a revolutionary hack but NEVER gets to it. He…
The Pepper & Dylan ShowThe Best Of Dylan In 2024
We put together a collection of some of the best Dylan moments of 2024. We know it's hard to listen ALL the time, so chances are this podcast has some things…
The Pepper & Dylan ShowAsk Pepper & Dylan Anything #2
What ideas have you wanted to do that your bosses didn’t let you do? We talk about our Food Fight idea. Plus, Robbie swears his controversial idea for a…
The Pepper & Dylan ShowThe Best Of Food in 2024
Food content is the Pepper & Dylan Show's bread and butter...no pun intended. So, we put together a collection of some of the best food segments we had in…
The Pepper & Dylan ShowThe Best Of Pepper in 2024
We put together a collection of some of the best Pepper moments of 2024. We know it's hard to listen ALL the time, so chances are this podcast has some things…
The Pepper & Dylan ShowAsk Pepper & Dylan Anything #1
How did Doug Die? For years, whenever Pepper mentions his friend Doug, and that he died, Dylan seems to be more and more shocked to find out. Does Dylan…
The Pepper & Dylan ShowSt Nicky Nicky Nine Doors Success!
Pepper was sick today so thank you Megan for stepping up and making sure our St. Nicky Nicky Nine Doors still happened. It turned out to be super cute. We…