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PODCAST

The Wayback with Ryan Sickler

The Wayback with Ryan Sickler

Ryan Sickler and his guests take a seat in “The Wayback” for a nostalgic, wild ride filled with laughter, fond memories, and a touch of wistful reflection. Buckle up.

comedy comedy interviews

All Episodes

31:37

88: The Wayback #88 | Shane Todd

The Wayback with Ryan Sickler ·

2025/09/04

Shane Todd climbs into The Wayback as we head to the 1990's, taking an international ride through Ireland. (Check out Shane's podcast "Tea with Me") We reminisce about first family cars, the good ol' days before GPS, and when drunk driving wasn't even a thing. Shane also takes us on a tour of popular UK family vacation spots like Donegal, Achill Island, and Tenerife. We then share youth futbol stories, like the time my team went winless in a tour across Europe, and when Shane's squad got whooped

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45:05

87: The Wayback #87 | Craig Shoemaker

The Wayback with Ryan Sickler ·

2025/08/28

Sponsor:TEMPO: Go to https://www.tempomeals.com/wayback and get 60% off your first box! Craig Shoemaker takes a ride in The Wayback as we head to 1970s and early 80s in the suburbs of Philadelphia. (Check out his tour dates at craigshoemaker.com and his company laughterworx.com). We get nostalgic pool hopping, playing in the woods, and the lost art of busting balls as a form of affection. A delinquent as a kid, Craig also shares stories about starting a neighborhood gang, shoplifting, and the

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36:47

86: The Wayback #86 | Aaron Weber

The Wayback with Ryan Sickler ·

2025/08/21

Aaron Weber jumps into The Wayback as we take a trip to Montgomery, Alabama of the 1990s/early 00s. (Check out his special "Signature Dish" on YouTube). Aaron reminisces about his family's Toyota Previa minivan, summer vacations, and what it's like going to a school where your mom is your teacher and your dad is your principal. We then get nostalgic about school field trips, a wild experience for Aaron as a kid growing up in the former capitol of the Confederacy. We also visit Aaron's childhood

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31:02

85: The Wayback #85 | Philip Bowen

The Wayback with Ryan Sickler ·

2025/08/14

Sponsors:FIREFLIES.AI: Go to https://www.fireflies.ai/wayback and get your first two months free when you sign up for a yearly subscription! Philip Bowen slides into The Wayback as we take a ride deep into 1990s West Virginia mountain country. (Check out his music on all streaming platforms and at philipbowenmusic.com). Philip reminisces about his early beginnings as a 5 year old musical prodigy, going to school in the basement of Baptist church, and trying to field a high school basketball

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32:08

84: The Wayback #84 | Mick Betancourt

The Wayback with Ryan Sickler ·

2025/08/07

SPONSOR:Quince.com Visit https://www.quince.com/wayback for FREE SHIPPING and 365-day returns. Mick Betancourt jumps into The Wayback as we cruise through 1980s Chicago. (Check out his writing on Substack and his work on "Reacher" on Amazon Prime). We get nostalgic about being a latchkey kid, skitching, snowball fights, neighborhood baseball games, and bottle rocket wars. Mick also reminisces about some of his early jobs and hustles like boosting baseball cards, delivering newspapers, and

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29:48

83: The Wayback #83 | Jim Florentine

The Wayback with Ryan Sickler ·

2025/07/31

Jim Florentine returns for another ride in The Wayback! (Check out his podcast "Everybody Is Awful" and his stand up special “You Can't Please 'Em All” on Amazon Prime). In this episode, we cruise by both our childhood homes and share stories about the difficulty of engaging in self-love when you share a room with siblings. Sticking with that theme, we also get nostalgic about Farrah Fawcett posters, and Jim remembers the time he got put on injured reserve just from jerkin' it. We also reminisce

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30:18

82: The Wayback #82 | Des Bishop

The Wayback with Ryan Sickler ·

2025/07/24

Des Bishop slides into The Wayback as we take a ride to Queens, NY and Ireland of the 80s and early 90s (Check his stand up special “OF ALL PEOPLE” on YouTube). Des gets nostalgic about some his family’s first cars like the Plymouth Duster and Mercury Cougar, vacations at the Jersey Shore, and Old TV shows like The Patchwork Family. He also talks about being sent to Catholic boarding school in Ireland as a teenager, and some of the fun and darkness he encountered there. We then reminisce about an

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61:47

81: The Wayback #81 | The Sklar Brothers

The Wayback with Ryan Sickler ·

2025/07/17

Sponsors:FIREFLIES.AI: Go to https://www.fireflies.ai/wayback and get your first two months free when you sign up for a yearly subscription! The Sklar Brothers squeeze into The Wayback as we take a ride through St. Louis, Missouri of the 70s and 80s! (Check them out on tour and don't miss their live "Tag It" show). In this episode, Jason and Randy get nostalgic about all the station wagon adventures they had as kids, the endless fun of a finished basement, and 80s bar mitzvah DJs. The guys also

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31:52

80: The Wayback #80 | Joey McIntyre

The Wayback with Ryan Sickler ·

2025/07/10

Joey McIntyre climbs into The Wayback as we take a ride through 70s/80s Boston, Massachusetts! (Check out his new album "Freedom"). Our first stop is Joey's childhood home in Boston, where he grew up the youngest of 9 kids. We then visit the gigantic house Joey was able to buy on his own at only 17 years old, after achieving worldwide fame with New Kids On The Block. We also get nostalgic about first concerts, drunk youth sports coaches, and 80s TV shows like Soul Train, Solid Gold, Sha Na Na,

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36:55

79: The Wayback #79 | Yannis Pappas

The Wayback with Ryan Sickler ·

2025/07/03

Sponsor:Peak Pure and Natural: Head to https://www.PeakNatural.com/WAYBACK and use code WAYBACK at checkout to give Peak Beets a try for 25% off. Yannis Pappas slides into The Wayback as we roll through Brooklyn, New York in the 1980s! (Check out his special "Property Owner" on YouTube, and his podcast "History Hyenas"). We get nostalgic about old school 80s TVs, and visit his childhood home in Brooklyn where he ran the streets playing all kinds of games like wiffleball, stoop ball, running

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32:12

78: The Wayback #78 | Rosebud Baker

The Wayback with Ryan Sickler ·

2025/06/26

Rosebud Baker jumps into The Wayback as we cruise to Virginia in the early 1990s. (Check out her special "The Mother Lode" on Netflix). Rosebud gets nostalgic about summer vacations, and takes us on a trip to her family's incredibly unique vacation home on Watch Island in the Thousand Islands. We also hit up some of the great local DMV vacation spots like Ocean City, and seeing the Assateague Wild Horses on Chincoteague Island. Rosebud also reminisces about Christian summer camp in Texas, and

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31:59

77: The Wayback #77 | Adrienne Iapalucci

The Wayback with Ryan Sickler ·

2025/06/19

Adrienne Iapalucci takes a ride in The Wayback as we roll through the Bronx, New York of the 80s and 90s! (Check out her Netflix special "The Dark Queen"). In this episode, the Dark Queen sure lives up to her name as she reminisces about family vacations in Pennsylvania to see her dying Aunt, and we do a deep dive on some of the strange funeral traditions from back in the day, like viewing the recently deceased in your living room. We also visit Adrienne's childhood home in the Bronx, and cruise

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31:39

76: The Wayback #76 | Dan St. Germain

The Wayback with Ryan Sickler ·

2025/06/12

Dan St. Germain hops into The Wayback as we cruise through the late 80s/early 90s of Rutherford, New Jersey and Westchester, New York! (Check out his special "Dance Fatty, Dance!", and his podcasts "Working Stiff" and "Burbs Bros"). Dan reminisces about wild times at music festivals and growing up with a grandmother who dressed him up as a ballerina. Dan also gets nostalgic about his days in the gospel choir and even regales us with a throwback performance for the ages. He also talks about his

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34:58

75: The Wayback #75 | Fiona Cauley

The Wayback with Ryan Sickler ·

2025/06/05

Fiona Cauley joins me in The Wayback as we roll into late ‘90s/early 2000s Franklin, Tennessee! (Check out her podcast Rampin’ Up.) Fiona shares wild stories from getting her first job at a Chinese restaurant at 11, driving herself there at 13, and capping it off with a smoke at the playground. She gets nostalgic about Libby Lou birthday parties, sneaking out, and the time her sister gave her a prison tattoo against her will… at 12!BALTIMORE! I’m coming home! Catch me at the Horseshoe Casino on

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29:10

74: The Wayback #74 | Harland Williams

The Wayback with Ryan Sickler ·

2025/05/29

Harland Williams gets back into The Wayback for a second time as we take a trip to 70s/80s Toronto, Canada. We visit Harland's childhood home, and reminisce about one of the most mind-blowing pieces of technology to come out of the 80s: the Sony Walkman. Then Harland gets nostalgic about the quaker boarding school he attended, Pickering College. We also trade stories about bad childhood haircuts, and even take a look at some viewer submissions. We then reminisces about some of the ridiculous

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37:50

73: The Wayback #73 | Kirsten Schwickerath

The Wayback with Ryan Sickler ·

2025/05/22

Kirsten Schwickerath, producer of The Wayback and The HoneyDew, moves out from behind the camera and takes a seat in The Wayback as we head to Iowa in the early 00s. Kirsten gets nostalgic about growing up with a dad who worked in a junkyard, and all the weird stuff he'd find in people's cars to bring home. She also reminisces about childhood games, and we both share stories about pranking calling QVC. Then we take a look at the time Kirsten made the local newspaper after crashing her car off the

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32:41

72: The Wayback #72 | Gianmarco Soresi

The Wayback with Ryan Sickler ·

2025/05/15

Gianmarco Soresi takes a seat in The Wayback as we head to 1990s Potomac, Maryland! (check out his podcast "The Downside"). With two Maryland natives in the wayback, we reminisce about what it was like living through two of the craziest events in Maryland history: the Air Florida Flight 90 disaster and the D.C. Sniper. Then Gianmarco gets nostalgic about theater camp, and 90s toys and video games like Power Rangers, Mario Paint, and Dance Dance Revolution. We also get into some of the great late

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32:52

71: The Wayback #71 | Kim Congdon

The Wayback with Ryan Sickler ·

2025/05/08

Kim Congdon takes a seat in The Wayback and we head to 1990s St. Augustine, Florida! (check out her special "Childless Milf" on YouTube and her podcast "The Kim Congdon Takeover"). Kim reminisces about growing up in one of Florida's most famous haunted houses, watching Jerry Springer as a five-year old, trolling grown men in chat rooms, and sneaking out with the help of her friend's grandma! We trade stories about summer school, and Kim gets nostalgic about family karaoke parties and one of her

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48:17

70: The Wayback #70 | Steve Simeone

The Wayback with Ryan Sickler ·

2025/05/01

This week, Steve Simeone (awesomesteve.com), takes a seat in The Wayback and we head to 1980s Philadelphia! We reminisce about our funny grandmas and memories of watching comedy with them, including the late night family staple, The Tonight Show with Johnny Carson. We also talk about the destruction we caused wrestling in our bedrooms, and the fun of messing with our little brothers. Then Steve tells the story of how he learned one of the best dad moves ever - The Car Pie! SUBSCRIBE to my YouTube

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33:15

69: The Wayback #69 | Hanna Dickinson

The Wayback with Ryan Sickler ·

2025/04/24

This week, Hanna Dickinson takes a seat in The Wayback! (@hansdickie on Instagram). In this episode, Hanna takes us back to what it was like growing up in New Orleans and Virginia in the late 90s. Feeling the vibe of the show, Hanna gets nostalgic about her and her brother sitting in the wayback of their parent's station wagon and throwing food at other cars. She also talks about the terror of having an older brother who loved farting in her face. A straight-A student in high school, Hanna also

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110 results

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