- Charlie Berens
Charlie Berens is coming to Winnipeg and Regina in September as part of his upcoming tour! Leroy helps get him ready for the stops!
31m - Aug 18, 2026 - Julie Baker is Back!
Leroy's favourite guest returns for one of the most fun and random episodes of the podcast to date!
50m - Jun 2, 2026 - Brigid Kennedy: Scammers Suck & Books are Great!
Author Brigid Kennedy joins Leroy on the podcast this week. This is the most random meeting for the pod! After reading Brigid was nearly scammed by someone to be on a podcast, Leroy said "Come on my podcast instead!" This was a fun chat about her book and Canadian trivia!
30m - May 13, 2026 - Jesse Lumsden: From the CFL to the Olympics
Former CFL running back and Olympic bobsledder Jesse Lumsden joins Leroy on the podcast this week!
45m - May 6, 2026 - Virginia Ehrlich: Small Towns, Subscription Boxes and Newspaper Clippings
Virgina Ehrlich is the founder of Acre75 - a subscription box focused on sharing small town charm across Canada!
42m - Apr 29, 2026 - Joe DeBenedictis: Canadian vs American Food, Pizza Tours and More!
Joe has built a loyal following with his Canadian vs American food comparisons, Canadian word trivia, stand-up comedy and more!
40m - Apr 22, 2026 - The Danocracy: Dan Rodo
YouTuber & Social Media star Dan Rodo (Danocracy, Shot and Forgot) is on the podcast this week talking about everything from working with Tony Hawk to Toronto Sports!
43m - Apr 15, 2026 - TrevsChirps: Trevor Gilmore, Professional Heckler
Professional Heckler Trevor Gilmore (@TrevsChirps) joins Leroy to talk about being kicked out of a NASCAR event, heckling curlers and his next tour this summer!
45m - Apr 8, 2026 - Julie Baker: Stupid News, Colorado & ADHD
Julie Baker, the queen of "Stupid News" is BACK on the Leroy and Leroy podcast again.
41m - Apr 1, 2026 - Ashley Foster - Black Belts, Mental Health & Rubber Ducks
Ashley Foster is the founder of Fernweh Wellness, a 4th degree black belt in Tae Kwon Do, soon to be doctor and friend of Leroy! Listen in as we chat about mental health, black belts, doctorates, ADHD and more!
46m - Mar 25, 2026 - Dan O'Toole - All Things Canadian
A favourite friend of the pod RETURNS! Dan O'Toole is back and we chat all things Canadian, from hockey to olympics to some of our favourite Canadian cities!
57m - Mar 18, 2026 - Daniella Ponticelli - Women's Sports on the Rise!
From starting out calling university hockey in Saskatchewan to calling PWHL games and Olympic hockey, Daniella Ponticelli is a trailblazer and joins Leroy to talk about everything from her days in Saskatchewan to women's sports!
48m - Mar 11, 2026 - Dude Dad: Taylor Calmus
He's the original dad blogger, also a comedian, author, actor, YouTuber, DIYer... The list goes on! Taylor Calmus joins Leroy on the podcast straight from his bathtub because it was the quietest room in the house! Join Dude Dad and Leroy for some laughs!
36m - Mar 4, 2026 - Chelsea Green
Leroy's favourite WWE Superstar Chelsea Green is on the podcast this week to talk about upcoming shows in Canada, Stranger Things, falling from the top of a ladder and more!
34m - Jan 16, 2026 - Kalsey Kulyk
Kalsey Kulyk will be taking the mainstage this summer at Country Thunder SK!
25m - Dec 19, 2025 - Ricky Forbes - Professional Storm Chaser
What's it like to be caught in the biggest Tornado ever in North America? Ricky Forbes is our guest this week on the podcast!
41m - Sep 21, 2025 - Erin Cholakian
The hilarious Erin Cholakian joins Leroy this week to chat about the worst date ever, TikTok, LA and more!
E21 - 38m - Sep 13, 2025 - Jess Moskaluke
The amazingly talented Jess Moskaluke joins Leroy to talk tours, small town life, comedy and manicures!
36m - Sep 6, 2025 - Megan The Mess
Kick back with Leroy and his guest, the ever-entertaining Megan Elizabeth, as they chat about the wild ride of teaching middle school, going viral, and living it up in LA. With plenty of laughs and real talk, this episode is all about good vibes and great stories.
43m - Aug 31, 2025
