The Wayback with Ryan Sickler

35:06

124: Kelly Rizzo Got Arrested Growing Up Near Wrigley...

The Wayback with Ryan Sickler ·

2026/05/14

Kelly Rizzo joins me in The Wayback and we head to 1980s/90s Chicago! From growing up near Wrigley Field to life in the suburbs, Kelly reminisces about family vacations to Florida and Las Vegas, high school parties, getting into trouble, and the nostalgia that defined an era. We get into Trapper Keepers, wrapping school books, childhood freedom, and teenage chaos. Check out Kelly’s Comfort Food Podcast wherever you listen to podcasts. 🎟️See me live. All tickets

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48:30

123: Brad Williams’ Wild Childhood: Parties, Hockey &...

The Wayback with Ryan Sickler ·

2026/05/07

Comedian Brad Williams is back in The Wayback and we’re heading straight to 1990s Fullerton, California!From wild Halloween nights to sneaking out and throwing house parties, Brad and I relive what growing up in the 90s was really like. We get into getting lost in corn mazes, questionable fashion choices (puka shells, No Fear, Affliction), and the kind of childhood freedom that doesn’t exist anymore. Brad also breaks down his surprisingly legit youth sports run, from tee-ball all the way to ice

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38:36

122: Charlotte McKinney Snuck To Miami-Told Parents...

The Wayback with Ryan Sickler ·

2026/04/30

SPONSORSCasper - Right now save up to 20% on mattresses when you go to Casper.com. One last time: That's Casper.com and save up to 20% on the mattress you deserve. APHI - Get peace of mind for you and your pet. To explore coverage, visit ASPCApetinsurance.com/WAYBACK. Charlotte McKinney joins me in The Wayback and we head to the late 90s-2000s. This one goes OFF the rails in the best way. We get into Charlotte’s real-life teenage years, and it’s not what you think We’re

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34:41

121: Charlie Berens on Growing Up 1 of 12 & Shooting...

The Wayback with Ryan Sickler ·

2026/04/23

This week on The Wayback, Charlie Berens rides along as we head back to late ’90s/early 2000s Milwaukee.Growing up 1 of 12 kids, Charlie shares stories of van games, lake summers, church life, and the confusion of “touch math”. We also get into homemade clothes, Midwest childhood chaos, and a wild story of how he accidentally shot up the family minivan. Watch Charlie’s special Neighborly on YouTube and catch him on tour. 🎟️See me live. All tickets at https://www.ryansickler.com/tour

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31:30

120: Frank Caliendo | The Wayback with Ryan Sickler...

The Wayback with Ryan Sickler ·

2026/04/16

Frank Caliendo jumps in The Wayback and we cruise to 1980's Waukesha, Wisconsin. (Catch him live on tour!) Frank gets nostalgic about swimming with hogs during family trips to Oklahoma, his successful youth baseball career, and how his hometown became the field goal kicking capital of the United States. We also do a drive by of his old elementary school, swing by his childhood home, and then go deep on growing up with hamsters, including the unbelievable legend of giant hamster nuts.🎟️See me

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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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