Shows
2025-01-1724 minThe Jake Silberman ShowElection Thoughts (Not Funny)Jake gives his thoughts on the election. (not funny) recorded Wednesday November 6 Watch Jake's special (funny) on YouTube: Jake Silberman: Live from Portland
2024-11-081h 05The Jake Silberman ShowIt's About To Go DownJake checks in from Minneapolis, sick as a dog and tripping on cold medicine. Jake's comedy special comes out on YouTube on Wednesday, October 23. Check it out.
2024-10-1830 minThe Jake Silberman ShowJake Checks InJake checks in from his hotel room in Michigan after performing with Kyle Kinane.
2024-10-0446 minThe Jake Silberman ShowJake Checks InJake talks about the assassination attempt on Donald Trump, political hats, and couples that amaze him.
2024-07-1944 minThe Jake Silberman ShowStrip Club Pop a ShotJake talks about hanging out in Atlanta, an actor named Jake Silbermann, and Web MDing from a public library.
2024-05-1754 minThe Jake Silberman ShowJake VelazquezJake chats with NYC comic Jake Velazquez from a hotel room in Vail, Colorado. Follow him on IG @jakevcomedy
2023-12-151h 03The Jake Silberman ShowDave RossJake hangs out with his friend, comedian Dave Ross. Check Dave out on social media @davetotheross
2022-10-141h 07The Jake Silberman ShowA Complete Ball of TerrorJake checks in from his new apartment in New York and takes a listener request to talk about his first heartbreak.
2022-10-071h 05The Jake Silberman ShowTears in HeavenJake hangs out with the patch man himself, Saw It Again Threads, and talks about an altercation at a recent Eric Clapton show, getting busted by an undercover cop, and touring with Phish. Check out https://sawitagainthreads.com/ for some crunchy merch.
2022-10-0547 minThe Jake Silberman ShowA Spider in the ClosetJake talks about apartment hunting in NYC, New York open mics, and seeing a brawl on a college campus.
2022-09-301h 04The Jake Silberman ShowKyle KinaneJake hangs out with stand up comedian Kyle Kinane. Go see Kyle live– check out https://kylekinane.com/home/#live for tour dates. Watch Kyle's podcast, No Accounting For Taste, on YouTube.
2022-09-2356 minThe Jake Silberman ShowBonus from BrooklynJake catches up with Producer Jack from a picnic table in NYC.
2022-09-2155 minThe Jake Silberman ShowMax Fortune and Dylan JenkinsJake checks in with Max and Dylan from Back of the Room.
2022-09-161h 00The Jake Silberman ShowMaybe I'll Slowly EvaporateJake talks about manhunts, getting pulled over in Chicago, and not caring about the news anymore.
2022-09-091h 03The Jake Silberman ShowThe OG Homeless People should be like, "Yo..."Jake talks about a new form of parking lot grifter, inconsiderate open mic comics, and muscle soreness in his old age.
2022-09-0258 minThe Jake Silberman ShowWatch "Back at It" on YouTubeJake talks about his new documentary Back at It, the grift of Andrew Tate, and how controversy sells. Watch Back at It on YouTube , leave a thumbs up and a comment, and subscribe to Jake's YouTube channel for more comedy content.
2022-08-191h 05The Jake Silberman ShowA Film of ToxicityJake talks about a flight getting cancelled, a bold Uber driver, and what his big break is going to be.
2022-08-121h 01The Jake Silberman ShowMatt CobosJake hangs out with comedian Matt Cobos. Check Matt out on social media @stupidmattcobos and listen to his podcast, Cobos Patrick Podcast on iTunes.
2022-08-0557 minThe Jake Silberman ShowJake and the Purple CrayonJake talks about people drawing their own cartoon reality, being part of a social movement, and the criteria we should have for picking presidential candidates.
2022-07-2957 minThe Jake Silberman ShowBrandt ToblerJake talks with comedian Brandt Tobler. Check Brandt out at https://www.brandttobler.com/ and follow him on social media @brandttobler Buy Brandt's book, Free Roll, on Amazon
2022-07-221h 09The Jake Silberman ShowA Carcass to Pick AtJake talks about giving a job recommendation for a friend, taking more Ls on crypto, and which generation got the sweetest deal.
2022-07-1557 minThe Jake Silberman ShowProfiling Knife KidJake talks about a 4th of July party mishap, how we should start profiling weird kids, and meeting fellow vehicle dwellers on the road.
2022-07-0854 minThe Jake Silberman ShowDylan JenkinsJake chats with his good buddy and friend of the pod, comedian Dylan Jenkins.
2022-07-011h 04The Jake Silberman ShowVibing in an AnkletJake talks about drinking a bottle of Pepsi from 1992, guys who wear anklets, and Top Gun.
2022-06-241h 05The Jake Silberman ShowAmy MillerJake talks with comedian Amy Miller. Check out Amy on social media @amymillercomedy and watch her special, Ham Mouth, on YouTube. https://www.youtube.com/watch?v=pckwUmQt1Oo&ab_channel=ComedyCentralStand-Up
2022-06-1754 minThe Jake Silberman ShowJew Camp ComedyJake talks about gas prices, performing for a room full of teenagers, and his dad's love of delis.
2022-06-101h 05The Jake Silberman ShowJoAnn SchinderleJake talks with his good friend, comedian JoAnn Schinderle. @joann.schinderle
2022-06-031h 01The Jake Silberman ShowLIVE! from Redmonds Comedy FestivalJake talks with comics Eliot Chang and Raymond Montoya at Redmonds Comedy Festival in Redmond, Oregon on May 15, 2022.
2022-06-0156 minThe Jake Silberman ShowOregon Gubernatorial Candidate Michael TrimbleJake talks with Portland's own Michael Trimble about running for Governor and the current political landscape in Oregon and beyond.
2022-05-271h 04The Jake Silberman ShowEye Watering SumsJake talks about social media algorithms, "offensive" comedy, how Black Lives Matter has spent their money.
2022-05-201h 10The Jake Silberman ShowThis Project is Going WellJake talks about playing pickup basketball, Oregon's gubernatorial race, and the couple in Mexico who had a Nazi themed wedding.
2022-05-1355 minThe Jake Silberman ShowA Rich Mysterious DoucheJake talks about watching Dave Attell perform, Bhad Bhabie's Only Fans income, and fashion at the Met Gala.
2022-05-061h 04The Jake Silberman ShowWoker Than YouJake talks about the self immolating protester in Washington DC, getting heat stroke at a Rage Against the Machine show, and restaurants that don't list their prices on the menu.
2022-04-2957 minThe Jake Silberman ShowFuck the Police Sword GuyJake talks about bands of troublemaking kids, Nick Cannon, and booking a comedy show in Wyoming.
2022-04-221h 15The Jake Silberman ShowMiddle School Legends with Seth AllenJake talks with Seth Allen about doing comedy at wineries, disc golf, and playing with duct tape as an adolescent.
2022-04-1558 minThe Jake Silberman ShowMolalla and MeJake talks about his recent run of shows in the Midwest, a wild gig in the woods of Oregon, and his observations at Home Depot.
2022-04-0855 minThe Jake Silberman ShowLIVE! from Funhouse Lounge with Hunter DonaldsonThis live episode of The Jake Silberman Show with special guest Hunter Donaldson was recorded at Funhouse Lounge in Portland, Oregon on March 21, 2022.
2022-04-011h 08The Jake Silberman ShowGo See Jake in ChicagoJake talks about the recent live recording of the podcast (coming out next week), going to Oregon's trucker convoy protest, and seeing a college basketball game at the Moda Center. Chicago! Go see Jake's crowd work show at The Lincoln Lodge on Sunday Mar 27, 2022 – 8:00pm
2022-03-2556 minThe Jake Silberman ShowSelling Some ToysJake talks about hanging out with sales guys, a criminal dentist in Wisconsin, and doing his taxes. Come to a live recording of The Jake Silberman Show (featuring Hunter Donaldson) on Monday, March 21st, 2022 at 8:00pm at The Funhouse Lounge in SE Portland, OR. Tickets $5 at the door. Bring your friends!
2022-03-181h 02The Jake Silberman ShowThe Sicilian BackbreakerJake talks about Curtis Sliwa of The Guardian Angels, good times making weak men and bad times making strong men, and the trucker convoys getting cancelled.
2022-03-1156 minThe Jake Silberman ShowJournalist Alex BaumhardtJake talks about the media with journalist Alex Baumhardt. Follow Alex on Twitter @AlexBaumhardt
2022-03-041h 09The Jake Silberman ShowUkrainian comedian Anatoli BrandtIn this bonus episode recorded on Sunday, February 27th 2022, Jake talks with Ukrainian comedian Anatoli Brandt about the rapidly unfolding conflict in Ukraine.
2022-02-2834 min
Did We Solve It?C+ SonJake's chain. Letitia Wright. Embarrassing wedding toasts. Masks while outside. Safeway. Van life. Comedy doubts.
2020-12-091h 07Did We Solve It?You Knew Didn't You ft. Tanner Oliver (@tannerocomedy)Comedian and host of Tanner Oliver's Anomaly Homily podcast, Tanner Oliver (@tannerocomedy) joins the pod. Minnesota menthol rule. Doctor Umar. Stretchin’ Gretchen. The Hodgetwins. Michelle Obama conspiracies. Opening Act. Jake’s Trump rally adventure.
2020-10-221h 03Did We Solve It?Quarantine Edition XXIWeekend shooting. Jake's pivot. QAnon. Nazi sneakers. Indians voting. WAPs. 75 Hard.
2020-09-0300 minDid We Solve It?Quarantine Edition XIXThomas Lundy filling in for Jake Silberman to discuss Kamala Harris. Angry Asian women. Black golfers. Parking racism. "Decepticocks."
2020-08-2000 minDid We Solve It?Quarantine Edition XIVJake's new crowd work album (https://music.apple.com/us/album/the-crowd-work-album/1518144247). Fake Hitler quotes. Black history museums. Camping while colored. Openly racist cops. CHOP.
2020-07-1400 min
Did We Solve It?Quarantine Edition XCurtis Cook (@curtis_cook) joins us to talk honeymoons, protests, and real change. And as always, Shain Brenden, Jake Silberman, and Neeraj Srinivasan.
2020-07-0700 min
Did We Solve It?Quarantine Edition VIIKirkland killer Seth Johnston joins us filling in for Jake Silberman with usual suspects Shain Brenden and Neeraj Srinivasan. Mixed race marriages. Sex playlists. Dave Matthews Band. 2000's fashion. Black White friends.
2020-06-2900 min
Did We Solve It?Quarantine Edition IWelp we're back at it again! In light of troublesome circumstance, Jake Silberman, Srinivasan, and Shain Brenden have returned to solve this pandemic crisis. And this time, they figure it out!
2020-06-2900 min
Did We Solve It?Episode 75: Last One For Fucking EverWell Folks it's been a fun ride, here is the last episode ever of Did We Solve It? (No, we did not) This time we go out on top, talking chicken sandwiches, racist little old ladies, and whether or not Jake is going to take up Arms to go save the Amazon Rainforest. We will miss you, it's been a fun run.
2019-08-2600 minDid We Solve It?Episode 74: That's My Mother's NameOur penultimate episode has the gang back together. That's right, Neeraj Srinivasan is in studio with Jake and Shain, giving the details of a racist audition, butt stuff with a celebrity's niece and his sketchy neighborhood in Long Beach.
2019-08-1900 minDid We Solve It?Episode 71: IncelationThis week, Shane and Jake are joined by L.A. comic Pallavi Gunalan to get into the recent XXXTentacion/Dina Hashem incident and the how disagreements turn to fall outs between comedians
2019-07-2200 minDid We Solve It?Episode 70: Half Shain, Full EpisodeThis one starts out with Jake and Thomas, since Shain is out hitting dingers at a ball game. We try to find Jake's vice and Thomas wants to topple slavery selling suspenders.
2019-07-1600 minDid We Solve It?Episode 68: White BreadJake reflects on a bad set and talks about having his mom in town to size up his life, Shain gives the details on getting roasted for his t-shirt bravery and Thomas tries to find out what makes Jake happy in life. Filmed in the luxurious, air-conditioned Cranival Studios
2019-07-0100 minDid We Solve It?Episode 67: Thomas's $20It's a Shainless episode as Jake, Thomas & Randall solve a case of stolen drug money, crack heads & lack of self-awareness in clothing and softdrinks.
2019-06-2400 minDid We Solve It?Episode 66: Almost 100Jake talks about his birthright, and how the jewish community predicted Michael Jackson, Shain recalls military praying and first falling in love (with Jake) and Randall gets his own sitcom.
2019-06-1700 minDid We Solve It?Episode 65: Pecker-WoodpileThe gang is back in from their trip to the Sacramento Pod Fest and we brought back some new style, Jake tell us how his leisurely Sunday brunch got interrupted by, of course, racism. Thomas ponders a world where rappers are the President and Shain lays down the law with his vast wealth of wisdom. As always recorded in the fantastic Cranival studios.
Shout out to my boy Wheels.
2019-06-1000 minDid We Solve It?Episode 64: The Ringer(s)Thomas and Jake are on the road doing the Sacramento Podcast Festival so Shain sits down with our two secret weapons, Portland Comedians Seth Johnston and Brandon Lyons
2019-06-0400 minDid We Solve It?Episode 63: The Noose is LooseHappy Memorial Day solvers. We're back, this week the guys go around and share stories from their first high school jobs, Thomas and Jake talk about how incredibly poorly Thomas' trip to Sacramento for the podcast festival was planned, a noose spotted on the streets of Portland causes a scene, and Shain sits comfortably a top his throne and Portland gate-keeper.
2019-05-2700 minDid We Solve It?Episode 61: Hydration Homies with Marcus ColemanWe got another one for ya, it's hot as hell outside and dragged in Marcus Coleman in Jake's stead while he bathes in the waters of lake Nepotism out in NYC. Shain is here to explain to us why he'll be taking knee all next season on his show and Thomas, I don't know Thomas was there and said stuff like he always does.
Shout out Wheels
2019-05-1300 minDid We Solve It?Episode 60: Whole' Lotta Whites with Sam WhitelyJake and Thomas host Portland Open Mic Five-time champion Sam Whitely. In between burts of sunshine and rainbows he fills us in on the boisterous life of a new comedian and Uber driver.
Shout to my boy Wheels
2019-05-0600 minDid We Solve It?Episode 59: Finish at The RimThis week Jake talks about hosting for Norm MacDonald at the club this weekend, Thomas sends civil rights leaders back in time to end white supremacy, and Shain opens up to the gang about darker side of that lavish Uber Black lifestyle, oh and; we solved racism, no really, this is the episode where we solve it. For real this time. Recorded at the one and only Cranival Studios
2019-04-2900 minDid We Solve It?Episode 57: Drinkingbuddy.comJake's back from Boise so we've got the whole gang in house at Cranival studios.
This week Shain gets spicy with Randall's birthday whiskey while Thomas pitches us a million dollar business idea. Jake brings it home asking, us to consider what the ideals behind black Republicanism are.
2019-04-1500 minDid We Solve It?Episode 56: Dude Where's my 1999 Honda Accord?Hello? Are you there? It's us, you up?
Jake is out of town this weekend being funny in Boise, so Shain and Thomas sit down in Cranival Studios to rejoice a week where nothing racist happened. Nope, not a single racism, on the whole planet. Thomas also informs us why he's the worst to invite to parties.
2019-04-0800 minDid We Solve It?Episode 55: That Tug is My DrugThe band is all back together, we're in Cranival studios as always, Shain lets us in on some twitter so we can air it out on the podcast like mature adults, and Jake explains what it was like to finds himself at a MAGA-themed comedy tour.
2019-04-0100 min
Did We Solve It?Episode 54: We Solved Racial Harmony with Chris JohnsonComedian Chris Johnson (@chrisjpdx) joins Thomas and Jake in Cranival Studios to lay down his thoughts about growing up in Portland in a family with some unique views on race.
2019-03-2500 minDid We Solve It?Episode 53: We Solved Festival SubmissionsThis week the gang is back at full speed; Jake and Thomas try to figure out if it's a good idea to heckle Russel Westbrook (It's not) before Shain aka [your name here] brings up festival submissions, and we try to solve diversity in line ups once and for all.
2019-03-1800 min
Did We Solve It?Episode 51: The Jake and Thomas Pow-WowShain's illustrious life of a regional TV mogul took him away from us, so Thomas and Jake had a little boys' night; where Thomas tries to crack the guarded and dark personality of Jake Silbermann... and fails miserably
2019-03-0400 min
Did We Solve It?Episode 48: "Snowpocalypse" EditionThomas gets "Snowed in", Jake dives into the search for Black Incels, is Improv harder than comedy? & some inside baseball comedian talk.
2019-02-1100 min
Did We Solve It?Episode 46: Neeraj's Farewell/Small Town Pedo
Farewell Neeraj. Welcome in Hiphop Neeraj. Jake's sad haircut. Priests not keeping it in their pants. Everybody gets a Dodge Charger
2019-01-2100 min
Did We Solve It?Episode 39: So Cotton-Pickin' ImportantJake's weirdly happy mood. Awkward comments from politicians. Wearing camouflage in the city. Bohemian Rhapsody. Gay James Bond. Questionable Halloween costumes.
2018-11-0500 min
Did We Solve It?Episode 35: Pallavi GunalanComedian Pallavi Gunalan (@PallaviGunalan) visits Jake's room while in town for the All Jane Comedy Festival to talk about her impressive academic career, successful Indian families and starting stand-up in Los Angeles.
2018-10-0800 min
Did We Solve It?Episode 32: Chuck WeegerJake and Neeraj return from their trips back home. The crew discusses racism in sports. Shain talks dealing with the American housing system as a person of color.
2018-09-1700 min
Did We Solve It?Episode 31: 11/10 of RacismShain vows to take a break from drinking. Jake goes into the different kinds of Jews and an odd antisemitic myth. Neeraj talks about his recent trip to Austin, Texas. The guys try to invent new racial slurs and break down their favorites from a list of new rules for the "woke" White person in 2018.
2018-09-1000 min
Did We Solve It?Episode 29: Too Many Tony'sNeeraj comes back from his first trip to LA. Jake discusses the cultural elements at his kink parties. Shain’s drunk from a corn hole tournament and talks about seeing Crazy Rich Asians. Sarah (Shain’s wife) hops on the phone and tells a weird story from her camping trip.
2018-08-2100 min
Did We Solve It?Episode 28: One Of The Good OnesThe gang talks about the difference between an ignorant comment and a microaggression. Shain and Neeraj talk about their "man date" to the movies. Jake reveals a secret love of feet.
2018-08-1300 min
Did We Solve It?Episode 26: This Is About SlaveryJake talks about a racially charged moment during a basketball tournament and the new hit film, Blindspotting. Shain tells stories about his father's DJ days. Neeraj is a genius.
2018-07-3100 minDid We Solve It?Episode 25: Fun Short Sleeve Button Up Shirt BoysThe guys talk about performing in White rooms vs. Black rooms and more running incidents of White people calling the cops on minorities. Neeraj wears a peculiar shirt. Shain talks about visiting his brother at work. Jake explores different philosophies on stand-up.
2018-07-2300 min
Did We Solve It?Episode 24: Joann SchinderleComedian Joann Schinderle (@joannlizabeth) joins the guys in Jake's dirty room to talk about her wonderful new life in LA, vibrant Wisconsin upbringing and awkward interactions in her relationships with men of other ethnicities.
2018-07-1700 min
Did We Solve It?Episode 23: Lion's DenThis week the guys have decided to record not in Jake’s sad bedroom but Shain’s haunted garage, goes into a story about a potentially racist incident involving an Oregon State Representative and looks ahead at their semi-final round on the Portland’s Funniest Person contest. Jake talks about having his family visit and an awkward moment with an audience member after a show. Shane discusses how his relationship with the police is changing with age.
2018-07-0900 min
Did We Solve It?Episode 22: Sweaty PlacesThe guys talk about racial labelling. Neeraj tells stories about the U.S. naturalization process. Jake talks about historic oppression of Jews, but that's not why he feels sad again. Shain's switched to PBR as he discusses the history of activism in his family.
2018-07-0200 min
Did We Solve It?Episode 20: NamasteThe boys learn about each other's religious backgrounds. Neeraj talks about dealing with White folks that are way too into yoga from his journey to Colorado. Shain tells tales from going to the beach with his family and connecting with a fellow veteran. Jake explains his new adopted identity and what it's like to hang out in a sensory deprivation tank.
2018-06-1900 min
Did We Solve It?Episode 19: Taste Over RaceThe guys look into the racially-charged controversy over mistreatment at a vegan bakery in Portland, and the notorious "Reparations Happy Hour" at a Portland bar. Shane updates the pod on the outraged "boycott" of his show, You're Welcome (#pizzagang), and opens up about his life at home. Neeraj tells about his trip a small-town Mongolian BBQ restaurant and shamefully admits to breaking his own rules. Jake's feeling a lot better.
2018-06-1100 min
Did We Solve It?Episode 16: The "Voice"Jake and Neeraj talk about their trips to the Midwest. The crew discusses if it's "hack" or racist (or both) when comedians use an ethnic accent to get laughs, and shines light on the hot new "BBQ Becky" meme while exploring the trend of White people keep calling the cops on Black people for no reason.
2018-05-2100 min
Did We Solve It?Episode 14: Blackie McDunkertonShain and Jake come back with stories from North Carolina. Shain tells of his experience in the South. Jake falls in love... again. Neeraj's gets schooled on haircut professionals' terminology.
2018-05-1100 min
Did We Solve It?Episode 13: Where Ya Headed?The crew addresses a listener's potentially "physical teachable moment" and goes through the nuances of multi-racial handshake debacles. Jake and Neeraj tell tales from the Undertow Comedy Festival. Shain talks about his run-ins with Portland Police Department.
2018-04-3000 min
Did We Solve It?Episode 12: Jew LiteThe guys talk about critiquing White people as a White comedian vs. a comedian of color. Shain's back on the sauce. Jake falls in love too easily. Neeraj gets a haircut.
2018-04-2300 min
Did We Solve It?Episode 11: International DisastersShain talks about his experience with racism in the military. Jake recounts a tense moment at a pickup game. Neeraj is angry at Spirit Airlines.
2018-04-1600 min
Did We Solve It?Episode 10: Finger Play ONLYJake tells of his recent trip to a kink party. Neeraj digs into a Portland chef for a "tasteless" instagram post. Shain goes into his experience working in the entertainment industry.
2018-04-1000 min
Did We Solve It?Episode 9: Black Run-insThe guys discuss a new controversial beer commercial. Jake tells tales from his recent trip to SF. Shain calls out some odd trends in the comedy business. Neeraj gripes about Wes Anderson's new movie.
2018-04-0300 min
Did We Solve It?Episode 8: JamboysThe guys talk about race and musical tastes. Shain calls back his experiences at various music festivals. Neeraj brings back a forgotten word from colonial times. Jake learns about gratitude and self love.
2018-03-2600 min
Did We Solve It?Episode 7: Good White/Bad WhiteShain breaks the mechanics of his favorite new insult. Neeraj tells a story about a potentially racist situation at a popular Portland bar. Jake comes to terms with his role in this podcast.
2018-03-1600 min
Did We Solve It?Episode 6: You Got A Chipmunk On YouShain dives into racism among sports fans, Jake talks about his experiences playing pick-up basketball and the guys dive deep into Neeraj's issues with anal sex.Music by prettyplease (https://sofasquad.bandcamp.com)
2018-03-1000 min
Did We Solve It?Episode 5: The FUBU of MoviesIn episode 5, the crew covers Neeraj's formal-ass intros, Jake's sugar free balls, White girls wearing a bindi, Black Panther and the word "ignorant."Music by prettyplease (https://sofasquad.bandcamp.com)
2018-03-0500 min
Did We Solve It?Episode 4: The Dress TheoryShain talks about his wife's former loves and racial separations in the LA and Portland comedy scenes. Jake spots a White child in a traditionally Black barbershop. Neeraj decides he's the Indian Michael Cera.
2018-02-2600 min
Did We Solve It?Episode 3: It's Got Pork In ItIn episode 3 Jake and Shain go through the life and times of Neeraj after an eventful trip to an Indian restaurant and a tense moment at a popular Portland pizza place.
2018-02-1600 min
Did We Solve It?Episode 2: Only Say It In The ShowerThe crew breaks down the "rules" surrounding the n-word. Jake learns about the importance of shampoo and goes through racial quirks at pick-up basketball with Shain.
2018-02-0300 min
Did We Solve It?Episode 1: I'm Not Afraid of YouShain, Jake and Neeraj open to show with an awkward story about Neeraj's friend. Jake calls out CW's "Black Lightning" for having a whack trailer. Shain talks about his relationship to milk.
2018-01-2800 min