If This Doesn’t Work…

Ray Wroten from Bond & Bentley pulls up to the studio to talk touring, local Maryland venues, why the band re-recorded fan-favorite songs instead of “remastering,” and how recording live in the room keeps the human feel intact. We also get into: ridiculous band name ideas, bar-gig requests, “Two Dollar Hot Dog / One Dollar Water,” sobriety + anxiety spirals, meditation that actually works, run...

TMZ Baltimore (YC) pulls up to If This Doesn’t Work… to talk about building Baltimore’s biggest blog/vlog page, going viral during the pandemic, rebuilding the page 11 times, and why he switched from posting drama to posting his own life. YC also shares a heavy, real story about a laced street edible, months in the hospital, therapy, and turning that experience into his independent film “Laced” (d...

Baltimore comedian Bam Jacobs pulls up for a chaotic episode: stage name origin, growing up Baltimore/Bel Air, Chuck E. Cheese stories, getting arrested for stealing chocolate milk, comedy writing vs storytelling, true crime doc obsession, and a full run of unhinged hypotheticals. In this episode:-Why he chose “Bam” (and why stage names can be corny)-Baltimore vs Bel Air + the “claiming the city”...

If This Doesn’t Work… is back! and this one’s for the DMV.We’re joined by The Walking Flame, a rapper from Annapolis, Maryland, to talk about building a real brand, learning to record + mix at home, performing in Pittsburgh, and being open about OCD and what it took to overcome the worst years of it. We get into how visuals changed everything, why Maryland needs more venues for artists, the story...

Dre 91 (Retro Since 91) pulled up and this one went everywhere. From not caring about metrics, to therapy + divorce, to why love is a higher vibration than authenticity, to “brain rot” guilty pleasures like Love After Lockup and public freakouts. We also get into Dre’s new project WAVESSS and how he builds as an artist: short tracklists, retro visuals, wrestling inspiration, and a team behind the...

Standup comedian Adam Freesman joins If This Doesn’t Work… for a fully unhinged hang. We talk about how he went from a Division 1 track & field thrower to a Baltimore comic, getting guns pulled on him by literal kids, bombing at early open mics, porn-brain relationships, intrusive thoughts, Thanksgiving food hot takes, and why so much modern comedy content kinda sucks. In this episode we get i...

Philly legend Reed Dollaz pulls up for Episode 100 of If This Doesn’t Work… and gives us a full timeline, from juvenile placement and “Too Raw for the Streets” VHS & DVDs to URL stages, Eminem’s “Rap God” video and his new project Reedvenge 4.In this episode, Rambo Reed talks about:Starting to rap at 11, ciphers at 13, and being “really him” in Philly before YouTubeThe classic Reed vs. Trigger...

Baltimore’s own TYTY2900 pulls up for his first-ever podcast interview and taps in about hood vlogs, jail, fatherhood, and turning real life in the trenches into YouTube content. We talk about growing up in West Baltimore, doing time in county & city jail, how overdoses and the drug epidemic brought big platforms to the city, and why he refuses to incriminate anybody on camera, no matter how m...

Baltimore’s own Timothy Fletcher, the drummer who went viral for his insane street performances and ended up on Ellen and America’s Got Talent among other big stages, joins If This Doesn’t Work… to talk about his journey from high-school band kid to international performer. He opens up about his early struggles, losing friends, the grind of street drumming, his Fortnite emote deal, YouTube copyrig...

Justin sits down with his longtime friend Dave Pechillo, a finance-minded, crypto-curious realist — to talk about money, freedom, relationships, AI, and why billionaires eventually get bored of everything. They unpack what real financial freedom looks like, why most people don’t actually want infinite money, and how chasing status turns normal dudes into psychos. From Elon Musk and Trump to cartel...

Baltimore comedian Luke Harris stops by to talk hosting at Magooby’s , bumping mics with Dave Attell , DC comedy “clapter,” Ocean City underage drinking citations, Mo Noor lore, Dan Soder’s perfect Kat Williams, and why open mics are part therapy, part demolition derby. We hit: starting during the post-COVID reset, booking drama and “territorial comics,” the Happy Podcast/Dom Solesky crew, and whe...

Welcome back to the “top 100 comedy podcast in the world” 😉. Today we get beautifully weird with Trey Downes (Your Superior Self, @tdowns80): men’s work in Baltimore (B3), breathwork and embodiment at Tribe, near-death experiences, Tom Campbell’s “virtual reality” model, Plato’s Cave, UAP orbs, anger as a usable frequency, and why “remembering” beats “becoming.” In this episode: Why everyone’s we...

Mo Noor crashes If This Doesn’t Work for a rapid-fire hang: micro-cuddling rules, a chaotic open-mic night, Centralia’s underground fire, Fat Bear Week brackets (Chunk vs. Floatato), AI slop vs. human messiness, bidets and Brazilian firsts, Red Tiger food gospel, men’s groups, forgiveness, and why zingers sometimes beat long stories.📌 Support the show: Join Patreon: https://patreon.com/IfThisDoes...

Justin sits down with his cousin Chris for a brutally honest riff on the surveillance state, drug policy (from DMT to heroin “stores”), pharma skepticism, Amish/accents bits, sleep deprivation horror, wild hospital stories, jail economics, insurance grifts, AR glasses, quantum-kills-Bitcoin doomsday takes, and a darkly funny money-vs-morals game. It ends with a push for the new Patreon and a frees...

607 Unc invited us into his Vegas content house for a raw sit-down on meditation vs. “run-on days,” living above love and hate, cosmic downloads, 3-6-9 time, self-love over laws, “canceling money” (think % greater than $), St. Louis stories, music frequency, sobriety vs. attachments, and why he only protects the message. Topics: meditation & discipline, high vs low vibration, creator vs gods,...

We brought Josh Grimes & Rich Wilson to talk recent cruises | Disney vs. Carnival vs. Royal Caribbean. We get into casinos (or lack of them), why bingo hits like gambling, adult-only spaces, security/dogs at embarkation, sneaking “wine,” and that behind-the-curtain crew party. Plus: rain-soaked excursions, dropping a phone while snorkeling (and getting it back!), co-parenting without drama, th...

Baltimore rapper YNCU Nook pulls up to If This Doesn’t Work… and gets real about the city, the accent “bias,” and why no one’s truly kicked the industry door down yet. He talks visiting his dad during a 12-year bid, the “Jolly Rancher days” before the internet, how the fentanyl era changed the streets, and why the “new trapping” is going legit | content, business, investing. We get into posting 3x...

We pulled a thread this week: Spectacle vs Reality. Host Justin Anderson with locals Chris Carroll & Najee Thrash unpack:Platforms & Punishment: Demonetization, bleep windows, and why we’re moving members to Patreon. Backyard “Sanctioned” Fights: StreetBeefs + the Rampage Jr. ring slam, real risk vs. audience hype. Policing as Optics: DC break-ins, National Guard “photo ops,” stats vs. liv...

This week’s episode is a little different…While staying at 607 Unc’s Las Vegas content house, we pulled FoxShiest17 and SolarMan aside for a quick, raw, and unfiltered interview. It’s messy. It’s chaotic. But it’s a real glimpse into content house life, grounding, low vibrations, rap, trolling, and way too much honesty. What we get into:Growing up between Chicago & Joliet 🏙️The “sacrifice plan...

Inside 607 Unc’s new Las Vegas content house with his manager Bob | Rules, money, HOA drama, industry “vibrations,” prison-to-purpose, and why “love is an action.” Funny, chaotic, unexpectedly honest. In this episode: • The real cost of a content house (pay, seasons, discipline) • “Used” vs “misused,” changing agreements mid-stream • HOA complaints, the smoke detector saga, “meditation ruined the...

(Video Version on YouTube) Baltimore comedian Matt Pennington joins If This Doesn’t Work… for a chaotic, hilarious episode. We dive into everything from road rage stories, political takes, and edgy comedy to wild hookup disasters, improv horror stories, and what it’s like trying to break into stand-up while staying authentic. This one’s packed with unfiltered laughs, hot takes, and brutally honest...

This week on If This Doesn’t Work... , comedian Mo Noor joins us for a chaotic, hilarious, and unexpectedly deep ride. We cover everything from eye contact in Ireland and dog attacks in Bangladesh to OnlyFans economics, tea-spilling apps, and giant pigeons . Justin opens up about night terrors, relapse dreams, and finding confidence through comedy and deadlifts , while keeping it funny with riffs...

Audio Only here, Video on Youtube - Link below. Baltimore comedian and musician Dom Solesky joins If This Doesn’t Work… for one of our funniest, most unhinged conversations yet. From surviving a vicious pit bull attack at just 10 years old, to going viral with millions of streams under his music name Solesky , to living in a nonstop party house at 17, Dom’s life has been anything but ordinary. We...

Mike Adcock joins us for a brutally honest, weirdly therapeutic, and unhinged conversation about what it's like dating in 2025 when everyone’s anxious, performative, and trying not to get posted in “Are We Dating The Same Guy?” We talk about: Getting caught kissing the wrong girl on the Orioles jumbotron Why men are terrified of monogamy and non-monogamy Wild trust tests people actually run on the...

This week on If This Doesn’t Work… we welcome comedian Najee Thrash for one of our wildest, funniest conversations yet. From jaw‑dropping stories about penis implants with actual pumps (yes, really) to unfiltered takes on homophobia in music, dating, money, junkie interviews in Baltimore, and even why the WNBA pay debate has the internet in shambles — nothing was off limits. We also dive into: ✅...