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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

44:18

119: Ali Siddiq | The Wayback with Ryan Sickler #119...

The Wayback with Ryan Sickler ·

2026/04/09

SPONSORSPEBL - Head to hipebl.ai/ to get a free estimate & lock in our new standard *discounted* pricing at $399 USD per month per employee helps you contain costs Ali Siddiq returns for his third appearance on The Wayback, and we head back to 1980s Houston for stories you won’t hear anywhere else! (Catch him on tour and watch his latest stand-up special, Mondays.) Ali gets into pledging a fraternity at 50, growing up with strict chores, being terrified of the dark, and the realities of

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35:37

118: David Koechner | The Wayback with Ryan Sickler...

The Wayback with Ryan Sickler ·

2026/04/02

David Koechner jumps in The Wayback and we head to 70s–80s Tipton, Missouri! Catch him live on, The Never Ending Tour.David gets nostalgic about growing up in a small town, riding (and sometimes running alongside) the family’s Country Squire, working in the turkey coop business, and life at home in Tipton. A self-described childhood menace, he shares stories of punishments, babysitting his siblings, and the moment that changed everything - watching the very first episode of Saturday Night Live,

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31:52

117: Baltimore Junkyard Series Finale — Part 2 | The...

The Wayback with Ryan Sickler ·

2026/03/26

This is it ya'll! Part 2 of the Baltimore Junkyard Series Finale! It's been a blast during this whole series, to sit back with my brothers and some of my closest friends since childhood, and relive some of the craziest moments of our youth. We get nostalgic about art class, Christmas caroling, and the time Todd became traumatized for life after walking in on our mom and her boyfriend. And as a finale to the finale, we go deep into the biggest, most brutal brawl of our collective

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36:03

116: Baltimore Junkyard Series Finale — Part 1 | The...

The Wayback with Ryan Sickler ·

2026/03/19

SPONSOR:Pebl - Head to hipebl.ai/ to get a free estimate & lock in our new standard *discounted* pricing at $399 USD per month per employee helps you contain costs We got the whole crew together for Part 1 of the Baltimore Junkyard Series Finale! We were out there in the dark, 100+ heat, rain, lightning, thunder, and we honestly had an absolute blast doing it! It felt just like the old days, laughing our asses off while telling some wild stories from our youth. We get nostalgic about

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41:40

Chris Lamb | The Wayback with Ryan Sickler –...

The Wayback with Ryan Sickler ·

2026/03/12

Chris Lamb, one of my closest friends since childhood, jumps into The Wayback for our next episode of the Baltimore Junkyard Series! Chris and I get nostalgic about our early days growing up together and the tumultuous family situations of our youth. We reminisce about walking to school, train hopping, the joys of the infamous Aspen station wagon, and the time he ate dirt on a rope swing and got grounded for six months. As a witness to some of the Sickler family's greatest hits, Chris also shares

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40:34

114: Chris Sheeler | The Wayback with Ryan Sickler –...

The Wayback with Ryan Sickler ·

2026/03/05

Chris Sheeler, one of my best friends since sixth grade, joins me in The Wayback for our next episode of the Baltimore Junkyard Series! Chris and I get nostalgic about walking to school as kids, playing football in the cemetery, and bus stop brawls. We also share stories about some of the crazy characters in our neighborhood, like the weird family that did belly button inspections, and the kid we called "Tartar." We also reminisce about video game championship belts, screen printing our own "Free

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44:53

113: Tim Dimemmo | The Wayback with Ryan Sickler –...

The Wayback with Ryan Sickler ·

2026/02/26

SPONSOR:Pebl - Head to hipebl.ai/ to get a free estimate & lock in our new standard *discounted* pricing at $399 USD per month per employee helps you contain costs Tim Dimemmo, my second cousin, and a brother to me growing up, joins me in The Wayback for our next episode of the Baltimore Junkyard Series! Tim and I get nostalgic about the craziness of our extended families, from his schizophrenic father, to playing on the train tracks behind his house, and throwing snowballs at city buses. We

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35:58

112: Justin Schlegel | The Wayback with Ryan Sickler...

The Wayback with Ryan Sickler ·

2026/02/19

Justin Schlegel joins me in The Wayback for our next episode of the Baltimore Junkyard Series! (Check out his stand-up special "Chaos" on YouTube, his podcast "The DLP Agenda", and tune in to 98 Rock in Baltimore to catch him on morning radio). One of Baltimore's own, Justin gets nostalgic about summer trips to Ocean City, his dad's love of scrapple, and his biker mom's outsized proportions. We also reminisce about Baltimore's underrated skating scene, losing his virginity in a hot tub in 7th

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38:24

Shannon Patterson | The Wayback with Ryan Sickler –...

The Wayback with Ryan Sickler ·

2026/02/12

Shannon Patterson, owner of Baltimore Auto Recycling LLC and one of my best friends since we were kids, jumps in The Wayback as we head back to 1980s Baltimore!We get nostalgic about working in his dad’s junkyard, our youth soccer glory days (and the all-out brawls that came with ’em), plus the elementary school teacher who allegedly packed heat. We also relive the magic of Baltimore Blast games and the nonstop chaos of junkyard life — from giant zombie raccoons to yard-car crashes and explosions

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29:26

110: My Brother Todd Sickler | The Wayback w/Ryan...

The Wayback with Ryan Sickler ·

2026/02/05

My younger brother Todd Sickler slides into The Wayback for another episode of the Baltimore Junkyard Series, as the deep dive into family dysfunction continues! We get nostalgic about life in Texas, bee attacks, and our other brother Derek chimes in with a story about getting chased by a bull, which was probably just a dog. We also reminisce about living with a grandma who smoked like a chimney, playing in the woods, and mom's notorious affair with a senior citizen. Then we share stories about

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31:11

109: My Twin Brother Derek PART 2 | The Wayback...

The Wayback with Ryan Sickler ·

2026/01/29

This is part 2 of my twin brother Derek's Baltimore Junkyard Series episode in The Wayback, as we continue the trip back to our dysfunctional shared childhood. We hear Derek's side of the story of when he went full marine sniper on the neighbor's bird feeder, share stories about catching beatings from mom, and get nostalgic about the relentless teasing we inflicted on the son of Dad's new girlfriend. We then reminisce about neighborhood brawls, jumping cars, 100 foot jumps into Liberty Reservoir,

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36:57

108: My Twin Brother Derek | The Wayback with Ryan...

The Wayback with Ryan Sickler ·

2026/01/22

SPONSOR:Lucy- Get 20% off your first order when you buy online with code WAYBACK at lucy.coIt’s been a long time coming, but I finally sit down with my twin brother Derek Sickler on The Wayback for another episode of the Baltimore Junkyard Series! We get nostalgic about sharing a room, torturing our younger brother Todd, and Derek terrorizing everyone with snakes. After Derek finally confesses to smashing my remote-control KISS van, we dive into memories of our shady driver’s ed teacher, heated

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20:15

107: The Sickler Brothers PART 2 | The Wayback with...

The Wayback with Ryan Sickler ·

2026/01/15

This is part 2 of the Sickler Brothers' Baltimore Junkyard Series episode in The Wayback, and we pick up right where we left off, as the three of us get nostalgic about growing up in the endless dysfunction of the Sickler household. We reminisce about the time Todd got in trouble for throwing rocks at cars, some of the crazier moments with our mother, house parties with Cisco and Purple Passion, fond memories from Grandma's house, and the story of the last photo ever taken of our dad. For more

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34:15

106: The Sickler Brothers | The Wayback with Ryan...

The Wayback with Ryan Sickler ·

2026/01/08

The Sickler Brothers are finally here in The Wayback for the first episode of the Baltimore Junkyard Series! This episode was over a half-century in the making ya'll, as Derek, Todd and I reunite at Auto Recycling of Baltimore LLC to reminisce about growing up in our crazy family in Baltimore during the 70s and 80s. We get nostalgic about Christmas mornings, fishing with our dad, all the old family cars, and the countless crazy relatives who helped raise us. For more exclusive episodes of the

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38:39

105: Amy Miller | The Wayback with Ryan Sickler #105...

The Wayback with Ryan Sickler ·

2026/01/01

Amy Miller cozies up in The Wayback as we take a trip to 1990's Northern California, from El Sobrante to Redding. (Check out her stand up dates at https://www.amymillercomedy.com). Amy reminisces about her childhood growing up in the East Bay, from playing in her father's broken down boat, to attending school at a "fire and brimstone" Baptist church under a nefarious youth pastor. She then gets nostalgic about church summer camp, where she was "crushing it" at bible drills, enjoying the pleasures

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29:45

104: A Wayback Sickler Family Christmas | The...

The Wayback with Ryan Sickler ·

2025/12/25

SPONSOR:Quince.com Visit https://www.quince.com/wayback for FREE SHIPPING and 365-day returns. Merry Christmas from The Wayback, Ya'll! Myself, Kirsten and Princess are here in The Wayback to reminisce about Christmas days of yore, as we dig deep into the Sickler family home movies archive. We get nostalgic about family traditions, some of our favorite and not-so-favorite relatives, memorable gifts, and the joyful anticipation of Christmas mornings, during those innocent, youthful days before it

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38:30

103: Zoltan Kaszas | The Wayback with Ryan Sickler...

The Wayback with Ryan Sickler ·

2025/12/18

Zoltan Kaszas is here in The Wayback, as we take a trip to 1990s Pittsburgh, PA and San Diego, CA (Check out his special "London Fog" on YouTube). Zoltan reminisces about leaving his native Hungary at 4 years old and immigrating to Pittsburgh where his mom was live-in housekeeper for a wealthy family. We then visit his elementary school where he "flooded" the computer lab, and took ESL classes in a converted broom closet. Zoltan then gets nostalgic about leaving a mansion in Pittsburgh for a

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37:43

102: Full Episode | Nate Jackson | The Wayback with...

The Wayback with Ryan Sickler ·

2025/12/11

SPONSOR:Tempo Meals - Get 60% off your first box when you go to https://www.tempomeals.com/WAYBACK Nate Jackson slides into The Wayback, as we take a trip to the 1990s of Lacey, Washington. (Check out his special "Super Funny" on Netflix, and his podcast "Opinionated") Nate gets nostalgic as we take a tour through his old stomping grounds in the suburb of Lacey, visiting his childhood home, high school, and local church. He then reminisces about getting pinched for shoplifting at the mall,

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39:31

101: Jiaoying Summers Can't Believe what Her Uncle...

The Wayback with Ryan Sickler ·

2025/12/04

Jiaoying Summers slides into The Wayback as we span the globe in the late 90s/early 00s from China to Kentucky. (Check out her special "What Specie Are You?" on Hulu). Jiaoying gets nostalgic about her upbringing in the mountain village of Linzhou, China. She reminisces about riding her bike to school everyday at 6 AM, eating the family pet, beating up her sister's bully, and waitressing as an 8-year old in her mom's restaurant, which she later learned was a brothel. Jiaoying then talks about her

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35:29

100: Ryan Sickler Throws a Project X Party in High...

The Wayback with Ryan Sickler ·

2025/11/27

SPONSOR:Quince.com Visit https://www.quince.com/wayback for FREE SHIPPING and 365-day returns. Episode 100 of The Wayback is here, and I'm celebrating the milestone like only a true Gen Xer would: by sitting in The Wayback all by myself. Producer Kirsten and I cruise back to the late 70s through the 90s to some of my early beginnings in Baltimore and Texas. I get nostalgic about many of the ups and downs of my childhood, the places I lived, the people who helped me along the way, and we even take

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