Podcast · Comedy

The Wayback with Ryan Sickler

by The Wayback with Ryan Sickler · English · Comedy

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.

New episodes: Weekly
Typical length: 43 min
Latest: 8 Oct 2026
Language: English

Latest episode

8 Oct 2026 · 33 min

145: Kevin Ryan: Philly Rollerblade Fights & Supermarket Scams | The Wayback with Ryan Sickler #145

SPONSOR: Brunt Workwear - Get $10 off your order by using code WAYBACK at https://bruntworkwear.com Kevin Ryan from Are You Garbage? hops in The Wayback, and we head to 1980s/90s Philadelphia, Pennsylvania! Kevin takes us back to his childhood home before his parents’ divorce, then to his single dad’s rental, where he and his brother terrorized the neighborhood - including the time Kevin fought another kid while wearing rollerblades. Then we revisit his teenage years working at a supermarket and all the weirdos, freaks, and scams that came with the job. Check out the new Are You Garbage?…

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Earlier episodes 29 most recent

1 Oct 2026 · 38 min
144: H. Foley: Porcupines, Little League, & Game Shows | The Wayback with Ryan Sickler #144
SPONSORS: Hims -Sponsored by Hims. Visit hims.com/wayback to get a personalized, affordable plan that gets you. H. Foley from Are You Garbage? hops in The Wayback, and we head to 1980s Pennsylvania H. remembers his dog Mike, his dad clipping porcupines off the back porch, and the Little League game he still wishes he could play again. We discuss neighborhood tragedies, cutting weight for wrestling, G.I. Joes, and the old school game shows we grew up watching with Bob Barker and Richard Dawson. Go watch the new Are You Garbage special American Garbage on YouTube! 🎟️See me live. All tickets at…
24 Sep 2026 · 33 min
143: Jeff Tremaine | Jackass Origins, Maryland & Spike Jonze | The Wayback with Ryan Sickler #143
Jackass co-creator and director Jeff Tremaine hops in The Wayback and we head to 1980s Maryland! Jeff gets nostalgic about his early years on the Presidio in San Francisco, discovering skateboarding and BMX in Maryland, and heading to D.C. punk clubs while he was still in high school. He also shares stories about an accident on the Chesapeake Bay Bridge and meeting his longtime friend and collaborator Spike Jonze. Watch Jackass: Best and Last and check out his documentary series Nöthin’ But a Good Time: The Uncensored Story of ’80s Hair Metal. 🎟️See me live. All tickets at…
17 Sep 2026 · 43 min
142: Jeremiah Watkins: Class Clown & Awkward Teen Years | The Wayback with Ryan Sickler #142
Jeremiah Watkins hops in The Wayback and we head to 1990s Kansas City! Jeremiah revisits his childhood home and shares hilarious stories about remaining “jerk-free” until age 17, sleepwalking and peeing in a closet, and attending the whitest Christian summer camp imaginable. He also reveals the origin of his class-clown personality and his painfully awkward teenage attempts to close the deal with girls. Go watch Jeremiah’s new standup special, Crazy Pizza, on YouTube, and check out his live comedy show and podcast, Stand-Up On The Spot! 🎟️See me live. All tickets at…
10 Sep 2026 · 51 min
141: Anthony Jeselnik | Mailbox Baseball & Pittsburgh Mischief | The Wayback with Ryan Sickler #141
SPONSORS: Hims -Sponsored by Hims. Visit hims.com/wayback to get a personalized, affordable plan that gets you. Monarch -Thanks to Monarch for partnering with this show. Go to https://monarch.com and use code WAYBACK to get 50% off your first year of Monarch Core Anthony Jeselnik hops in The Wayback and we head to 1980s and ’90s Pittsburgh, Pennsylvania! Anthony gets nostalgic about his family’s Buick station wagon, his dad’s old-school car phone, playing high school lacrosse, and summer vacations in Ocean City, Maryland. We bond over our shared love of Maryland crabs. He also recalls…
3 Sep 2026 · 43 min
140: Jared Freid | Halloween & Family Chaos | The Wayback with Ryan Sickler #140
Comedian Jared Freid hops in The Wayback and we head back to 1980s/90s Needham, Massachusetts! We get into the craziness of Halloween as kids—the costumes, trick-or-treating, and some of the weird stuff people handed out, like popcorn and McDonald’s gift certificates. We also swap stories about growing up with brothers, sibling fights, and the moments we both became criers. Plus, Jared shares stories from family vacations where his parents fought with other parents over beach chairs. Check out Jared’s new standup special, The Family Plan, now streaming on Netflix! 🎟️See me live. All tickets…
27 Aug 2026 · 45 min
139: Justin Martindale: Pool House Ragers & “That Summer” | The Wayback with Ryan Sickler #139
SPONSORS: Casper - Right now save up to 30% on mattresses when you go to Casper.com. One last time: That's Casper.com and save up to 30% on the mattress you deserve. Hims -Sponsored by Hims. Visit hims.com/wayback to get a personalized, affordable plan that gets you. Comedian Justin Martindale hops in The Wayback and we head to 1980s & ’90s San Antonio, Texas! Justin gets nostalgic about moving around a lot as a kid and attending a predominantly Hispanic school, where he was placed in special ed because he didn’t speak Spanish. We also visit his childhood home in San Antonio, where he lived…
20 Aug 2026 · 37 min
138: Kelsey Cook: Foosball, Chinchillas & Weird Sandwiches | The Wayback with Ryan Sickler #138
SPONSORS: DripDrop -Go to dripdrop.com and use promo code WAYBACK for 20% off your first order Poncho -Go to ponchooutdoors.com/thewayback for $10 off your first purchase when you enter your email! Comedian Kelsey Cook hops in The Wayback and we head to 1990s Spokane, Washington! Kelsey gets nostalgic about childhood family vacations to the strange German-themed town of Leavenworth, Washington, her grandma’s questionable sandwiches, and the hard times she endured at leadership camp. She also reminisces about her childhood pet chinchilla and what it was like growing up as the daughter of two…
13 Aug 2026 · 46 min
137: Ryan Hamilton: Growing Up in Small-Town Idaho | The Wayback with Ryan Sickler #137
SPONSORS: QUO -Make this the season where no opportunity — and no customer — slips away. Try QUO for free PLUS get 20% off your first 6 months when you go to Quo.com/WAYBACK Monarch -Thanks to Monarch for partnering with this show. Go to https://monarch.com and use code WAYBACK to get 50% off your first year of Monarch Core Rula -Rula patients typically pay $15 per session when using insurance. Connect with quality therapists and mental health experts who specialize in you at https://www.rula.com/wayback #rulapod Hims -Sponsored by Hims. Visit hims.com/wayback to get a personalized,…
6 Aug 2026 · 44 min
136: Anjelah Johnson-Reyes: Raiderette, Stolen Van & 90s San Jose | The Wayback with Ryan Sickler #136
Comedian Anjelah Johnson-Reyes hops in The Wayback and we head to 1990s San Jose, California! Anjelah reminisces about growing up in San Jose, stealing her mom’s Astro van in the sixth grade, and sneaking out by pretending she was at sleepovers so she could party at a motel. She also looks back on her days as a Pop Warner cheerleader, becoming a Raiderette, her first fight, camping trips with her dad, and finally passing her driver’s test on the third attempt. Watch Anjelah’s brand-new stand-up special, Ugly Baby, now on YouTube! Subscribe for new episodes of The Wayback every week! 🎟️See me…
30 Jul 2026 · 42 min
135: Willie Macc: Teen Dad & Son of a Drug Dealer Turned Preacher | The Wayback with Ryan Sickler #135
SPONSOR: Hims -Sponsored by Hims. Visit hims.com/wayback to get a personalized, affordable plan that gets you. Willie Macc hope in The Wayback and we head to 1990s St. Louis, Missouri! From becoming a father at 16 with a “stud” lesbian who also served as his bodyguard, to growing up as the son of a drug trafficker turned preacher, Willie’s childhood was anything but ordinary. He also looks back on conceiving on prom night, surviving his baby mama’s abortion scam, and epic neighborhood street football battles. Check out Willie's new special "Good Dad, Bad Father" on YouTube! Subscribe for new…
23 Jul 2026 · 45 min
134: Daniel Van Kirk: Gary the Goat Changed Everything | The Wayback with Ryan Sickler #134
SPONSORS: QUO -Make this the season where no opportunity — and no customer — slips away. Try QUO for free PLUS get 20% off your first 6 months when you go to Quo.com/WAYBACK Monarch -Thanks to Monarch for partnering with this show. Go to https://monarch.com and use code WAYBACK to get 50% off your first year of Monarch Core DripDrop -Go to dripdrop.com and use promo code WAYBACK for 20% off your first order Daniel Van Kirk hops back in The Wayback and we head to 1980s/90s Rochelle, Illinois! We kick things off by celebrating the glory days of convenience stores like Wawa, Kwik Trip, and Q,…
16 Jul 2026 · 43 min
133: Maddi Mays: She Had TWO Uvulas?! | The Wayback with Ryan Sickler #133
Maddi Mays hops in The Wayback and we head to early 2000s Houston, Texas! Maddi gets nostalgic about growing up on a cul-de-sac where all the neighborhood kids were getting into trouble with Denisha, and the legendary Laura, who had two uvulas. Maddi also shares stories about settling crushes with “fight clubs,” the pressure and excitement of cheerleading competitions, and the unforgettable trips to the Renaissance Fair with her grandma. Check out Maddi at a live show, or on the Fat Fish podcast! SUBSCRIBE for new episodes of The Wayback every week! 🎟️See me live. All tickets at…
9 Jul 2026 · 45 min
132: Rafe Williams: We Played Paintball with BB Guns | The Wayback with Ryan Sickler #132
Rafe Williams hops in The Wayback and we head to the 1980’s of Quinton, Illinois. From homemade “paintball” games using BB guns to rope swings, Wrist Rocket slingshots, BMX bikes, and abandoned school adventures, we relive the wild, reckless fun of growing up in the ’80s and ’90s. Rafe also gets nostalgic about classic childhood staples like Don’t Wake Daddy, the mysterious porn that somehow always ended up in the woods, and the hilarious moment Rafe’s mom discovered his secret stash of traced comic book boobs. Plus, family fights, getting smacked with a Speak & Spell, and the unforgettable…
2 Jul 2026 · 43 min
131: Francisco Ramos: Robbed by a 7-Year-Old?! | The Wayback with Ryan Sickler #131
Francisco Ramos hops in The Wayback as we traverse hemispheres, from 1980s Caracas, Venezuela to 1990s Bethesda, Maryland! Francisco gets nostalgic about his early life in Venezuela, his dad's El Camino, and getting robbed by a 7-year old on the playground. He also reminisces about his teenage years in Maryland, where we visit his childhood home. Francisco tells the story of the first time he got caught drinking by his dad, as well as the time he got caught “with his hands full” by his mom. Check out Francisco's latest special "Still Learning" on Amazon Prime, Apple TV and other streaming…
25 Jun 2026 · 47 min
130: Usama Siddiquee on Dragon Ball Z & Hot-Wiring 18-Wheelers | The Wayback with Ryan Sickler #130
SPONSORS: Casper - Right now save up to 30% on mattresses when you go to Casper.com. One last time: That's Casper.com and save up to 30% on the mattress you deserve. Poncho -Go to ponchooutdoors.com/thewayback for $10 off your first purchase when you enter your email! Fresh off his hilarious appearance on Kevin Hart's Funny AF on Netflix, Comedian Usama Siddiquee jumps into The Wayback and we head to 1990s/early 2000s New Brunswick, New Jersey, and Plano, Texas. A child of South Asian immigrant parents, Usama gets nostalgic about his mom sending him to Mahjong class, fighting with his…
18 Jun 2026 · 41 min
129: Jamie Lee on Growing Up in Dallas & Peeing in Dressing Rooms | The Wayback with Ryan Sickler #129
SPONSORS: Mars Men -For a limited time, our listeners get 50% off FOR LIFE, Free Shipping, AND 3 Free Gifts at Mars Men at Mengotomars.com. Comedian Jamie Lee hops in The Wayback and we head to 1980s/90s Dallas, Texas! Jamie gets nostalgic about family vacations to South Padre Island, skiing in Mont-Tremblant, her first concert, wild house parties, and sneaking out as a teenager. We also talk about summer day camp, being completely boy crazy, memorable Thanksgivings with her aunts, and her outrageous teenage antics—peeing in dressing rooms! Go see Jamie Lee live, and don't miss her true…
11 Jun 2026 · 36 min
128: Josh Potter on Growing Up in Buffalo & Gaming His Driver’s Test | The Wayback with Ryan Sickler #128
SPONSORS: APHI -Get peace of mind for you and your pet. To explore coverage, visit ASPCApetinsurance.com/WAYBACK Josh Potter hops in The Wayback and we head to 1980s/1990s Buffalo, New York! Josh shares memories of family road trips to Florida packed in the family van, riding around in his dad’s prized pre-divorce Corvette, and the time he genuinely believed he could fly. We visit Josh’s childhood home and hear the hilarious story of how his dad helped him game the driver’s license test. We swap stories about learning to drive in brutal winter weather, surviving snow-covered roads, Beanie…
4 Jun 2026 · 30 min
127: Matt Mathews on Alabama, Trailer Parks & Fighting Back | The Wayback with Ryan Sickler #127
Comedian Matt Mathews joins me in The Wayback and we head to 1990s/early 2000s Bessemer, Alabama! Matt takes us through the neighborhoods that raised him - from the projects and trailer parks he grew up in to the roller rink, the local car dealership where his dad works, and the first house he ever called home. We talk about Matt’s wild childhood, family chaos, his dad’s love for drinking and karaoke, his days in barrel racing, and the fights he got into at school for being gay and why he was never afraid to stand up for himself. This episode is full of hilarious stories, raw childhood…
28 May 2026 · 45 min
126: Che Durena’s Wild 90’s Childhood: Canada, Boxing & Hotboxing | The Wayback with Ryan Sickler #126
SPONSORS Casper - Right now save up to 30% on mattresses when you go to Casper.com. One last time: That's Casper.com and save up to 30% on the mattress you deserve. Comedian Che Durena joins me in The Wayback and we head to 1990s/Early 2000s Vancouver, Canada for a trip through childhood memories, wild teenage stories, and growing up north of the border! Che gets nostalgic about getting roughed up by his older brother’s wrestling moves, hooking up with girls in his dad’s stolen F-150, and the first time he got hotboxed. We also talk about family summer vacations to Disneyland and Cuba, Che’s…
21 May 2026 · 49 min
125: Paul Elia on Growing Up in 90s Detroit & Family Chaos | The Wayback with Ryan Sickler #125
Paul Elia joins me in The Wayback and we head to 1990s Detroit, Michigan! Paul gets nostalgic about sharing a room with his 3 brothers, working at the family liquor store, and we swap stories about teenage trouble, getting hassled by cops, youth sports, house parties, and the glory days of Strength Shoes. We also talk about what it’s like growing up in a family full of overachievers when your brothers are all way more successful than you are! Check out Paul's stand-up special "Good Son" on YouTube! 🎟️See me live. All tickets at https://www.ryansickler.com/tour 🎤Check out my new standup…
14 May 2026 · 35 min
124: Kelly Rizzo Got Arrested Growing Up Near Wrigley Field | The Wayback with Ryan Sickler #124
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 at https://www.ryansickler.com/tour 🎤Check out my new standup special “Live & Alive” streaming on my YouTube now!…
7 May 2026 · 49 min
123: Brad Williams’ Wild Childhood: Parties, Hockey & Bad Fashion | The Wayback with Ryan Sickler #123
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 hockey, and shares stories you definitely haven’t heard before! Check out Brad’s latest special…
30 Apr 2026 · 39 min
122: Charlotte McKinney Snuck To Miami-Told Parents Shes Babysitting | The Wayback with Ryan Sickler #122
SPONSORS Casper - 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 talking: Sneaking off to Miami at night while her parents thought she was babysitting Throwing house parties (and ending…
23 Apr 2026 · 35 min
121: Charlie Berens on Growing Up 1 of 12 & Shooting the Family Van | The Wayback with Ryan Sickler #121
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 🎤Check out my new standup special “Live & Alive” streaming on my YouTube now!…
16 Apr 2026 · 32 min
120: Frank Caliendo | The Wayback with Ryan Sickler #120 | Full Episode
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 live. All tickets at https://www.ryansickler.com/tour 🎤Check out my new standup special “Live &…
9 Apr 2026 · 44 min
119: Ali Siddiq | The Wayback with Ryan Sickler #119 | Full Episode
SPONSORS 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 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 life as a “street pharmaceutical rep.” We also dive into childhood crushes, old-school discipline, and…
2 Apr 2026 · 36 min
118: David Koechner | The Wayback with Ryan Sickler #118 | Full Episode
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, which set him on his path to comedy. 🎟️See me live. All tickets at…
26 Mar 2026 · 32 min
117: Baltimore Junkyard Series Finale — Part 2 | The Wayback with Ryan Sickler –#117 — Full Episode
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 childhoods—the time we threw down with a busload of maniacs at the Preakness! 🎟️See me live. All tickets at…
19 Mar 2026 · 36 min
116: Baltimore Junkyard Series Finale — Part 1 | The Wayback with Ryan Sickler –#116 — Full Episode
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 the epic high school cafeteria food fight, Derek’s Dodge Challenger, Grateful Dead shows, the smoking lounge…

About 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.

The Wayback with Ryan Sickler is a English comedy podcast from The Wayback with Ryan Sickler. Melo plays each episode straight from the publisher's own feed — no ads added, no account needed — and remembers where you stopped, in this browser only.

Publisher: The Wayback with Ryan Sickler
Language: English
Category: Comedy
New episodes: Weekly
Typical length: 43 min
Latest episode: 8 Oct 2026
Feed: RSS — paste into any podcast app
Apple Podcasts: podcasts.apple.com/podcast/id1721601479
Rights: 193645

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