Tripping on Kay

David and Ben are back on Tripping on Kay for another father-son episode that starts with David getting lost in Manhattan, nearly killing his wheelchair battery, hiding out in a bagel store, and somehow arriving with a story that takes way too long to tell. From there, things only get more chaotic. This week, David eats a dog treat on camera, Ben talks about turning 27 and going all in on his art,...

David and Ben are back on Tripping on Kay for another father-son episode where David promises he’s going to stay calm, not squirrel, not insult anyone, and actually listen. Naturally, that lasts about thirty seconds. This week, David gives himself a pep talk, Ben admits he’s been in a mood, and the two talk about the “three H’s”: whether someone needs a hug, help, or just to be heard. Somehow, tha...

David and Ben are back on Tripping on Kay for another father-son episode that starts with Amish buggy reflectors and somehow turns into a full narcissism test. This week, David tries to stay on track, Ben tries to keep the show from spiraling, and the two end up talking about Pat’s girlfriend, Jessica’s episode, memory problems, migraines, medication, Ben shaving his head, new life chapters, Harry...

Jessica Levin joins Tripping on Kay and immediately gets thrown into the universe. This episode has everything: David trying to explain himself, Ben trying to keep the show alive, Jessica roasting both of them, “crabs” getting introduced as the official truth test, and a conversation that somehow jumps from dating, music, would-you-rathers, Jewish identity, Wawa pretzels, rehab stories, and whethe...

Welcome back to Tripping on Kay. This week, my dad says “buckle up” and immediately proves why he needs a disclaimer before every episode. We talk about Manhattan, identity, Gen Z slang, affirmations, MS, family, caretaking, and why every serious conversation somehow turns into something we probably shouldn’t say out loud. It’s inappropriate, emotional, chaotic, and weirdly honest. Just another fa...

In this episode of Tripping on Kay, my dad and I go from discussing his MS treatment and insurance battles to talking about success, family, bucket lists, and what the future might actually look like. We talk about: Multiple sclerosis and navigating healthcare My dreams as an artist Whether success changes people Bucket-list goals Why my dad thinks I might become famous and forget about him And hi...

This episode went completely off the rails. A famous comedian joined me and my dad for one of the most chaotic conversations we’ve had yet — and somehow we ended up talking about: family code words lies you can never take back ADHD relationships disease childhood stories and things that absolutely should not have been said on camera Somehow emotional. Somehow inappropriate. Somehow hilarious. Welc...

This episode got chaotic fast… I brought my best friend on the podcast with my dad, and somehow it turned into: A debate about whether your parent should be your best friend My dad admitting he secretly watched me without me knowing My best friend taking my dad’s side more than mine Wild stories from our past (and things that probably shouldn’t have been said) It’s 2 vs 1, it’s unfiltered, and it’...

This episode started as a normal conversation… and turned into something way more real. We talked about: * Why I’m so hard on my dad * The truth about trying to help family change * Our dynamic off-camera vs on-camera * And the line between love, frustration, and honesty It’s funny, it’s chaotic, but this one hits different. This is what real conversations look like. Welcome to Tripping on Kay. #p...

This might be our most unfiltered episode yet. We brought my mom onto the podcast… and somehow it turned into: My parents exposing how they actually met Wild stories we’ve NEVER talked about Childhood moments I didn’t even remember And conversations that probably should’ve stayed off camera It’s chaotic, it’s inappropriate, and somehow still real. This is what happens when you put a family like ou...

This episode of Tripping on Kay starts off like any other… but turns into one of the most honest conversations we’ve had. What begins as jokes and random chaos slowly shifts into something deeper—talking about what it’s actually like living with each other, dealing with change, and being honest even when it hurts. We talk about: What it’s like being a father and son in real life Living with MS and...

This episode of Tripping on Kay might be the one that gets us banned again… We bring in a guest—and immediately lose control. From completely unfiltered jokes to conversations that probably shouldn’t be on camera, this episode pushes every boundary we’ve already been warned about. But underneath the chaos, there’s something real: trying to figure out what you’re actually allowed to say… and why it...

This episode of Tripping on Kay starts with one of the dumbest arguments we’ve ever had… over a spoon. But what starts as petty frustration quickly turns into something deeper—talking about validation, success, ego, and why we see the world completely differently. From ridiculous moments to real tension, this is what happens when a father and son don’t filter anything. We talk about: Why small thi...

This episode of Tripping on Kay starts off completely unhinged… and somehow turns into something real. From fart noises and inappropriate jokes to brutally honest moments about life, illness, and losing control—this is what happens when a father and son stop filtering themselves. We talk about: Life changing overnight Living with MS and how it actually feels Using humor to cope with things you can...