Season 12

Deep Night Season 12: Live with Josh Gondelman, Michael R. Jackson, Doogie Horner, Milly Tamarez, and Amy Van Doran

Dale inhales deeply and opens his heart chakras all the way up to bring you this special, love-themed episode. Recorded live at The Slipper Room in NYC, the show features Dale chatting with his guests amongst the ethereal sounds of harpist Stephanie Babirak. Professional matchmaker Amy Van Doran is on hand to help guide Dale…

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Deep Night Season 12: Lexie Grace

Dale enters every discount code he can think of to make the most of this conversation with frequent flier enthusiast and comedian, Lexie Grace. Dale first met Lexie earlier this year in Boise at the 208 Comedy Fest. Reunited in New York, the two talk about Lexie’s comedy path, which begins with her childhood in…

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Deep Night Season 12: Charlie Bardey

Dale readies his personal to-go bag just in case he needs to flee a tough situation with his guest New York-based comedian Charlie Bardey. Dale and Charlie talk about always carrying your stuff, teen comedy nights, and what it’s like to see the perils of privilege up close. Charlie discusses his fondness for calming medical…

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Deep Night Season 12: Live from SF Sketchfest

Recorded live at the iHeart Radio Stage at The Gateway Theater as part of SF Sketchfest in San Francisco. Thanks to everyone who came out and to the folks at SF Sketchfest for hosting Dale once again. Sadly, this World of Gems shuttered before it was ever able to open, but Dale and the Deep…

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Deep Night Season 12: Alise Morales

Dale reflects back on his fifteen year old self and recalls many hours spent learning about life at the local mall in this conversation with comedian and writer Alise Morales. After some quick improv games at the top of the show to keep things loose and to honor Alise’s improvisational background, the two get off…

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Deep Night Season 12: Tiff Stevenson

Dale starts the new year searching for a little light in the darkness, and he finds it in this conversation with British comedian and actor, Tiff Stevenson. In New York to present her acclaimed one-person show Mother, Tiff drops into the Deep Night studios for a wide ranging chat about comedy and the state of…

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Deep Night Season 12: Dale Cancels Christmas

Dale participates in cancel culture by crossing out lots of problematic holiday traditions in this solo episode. Elf on the Shelf? Mistletoe? Things are not looking good for you in 2020. Dale reflects on his all-time favorite decades, visits the Little Drumming Boy, reads from a daily journal he tried to keep, and offers some…

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