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The Tim Weichselbaum Show

The Tim Weichselbaum Show

Written by: Tim Weichselbaum
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About this listen

 Tim Weichselbaum is a media mogul, comedian, podcaster and karaoke singer from Chicagoland. He is also his own agent, promotor, hype man, bodyguard, and driver (despite having epilepsy). Some day he will be a massive success. Or, he’ll stop doing it altogether suddenly, before becoming anything. That will be awfully embarrassing, considering some of the things he says about himself on this podcast. I don’t think there is a more self-confident person in the Austin comedy scene right now than Tim Weichselbaum. His whole act depends on it. He doesn’t do corny jokes about how he hates himself, and that is what makes him stick out compared to most comics. Very recently treated for crippling symptoms of ADHD, he is now in the process of becoming the super-comedian he always knew he had in him. All it took was doing this podcast about fifty times before he discovered that untreated ADHD was the only thing stopping him. This podcast is not just meant for entertainment or even necessarily to be consumed. It is a journey. A document of a short man’s long life. Should someone ever write a biography about Tim Weichselbaum, be rest assured that this podcast will be the most quoted source. Unless it’s a really sh*tty biography. Tim is an introvert. He rarely commits to friendships with anyone, and that is why he lives in a hobbit hole in near total isolation. Sure, he doesn’t scoff at the idea of interpersonal relationships, but it just isn’t a priority for him. He’s more invested in himself at the moment. When he finally reaches his full potential, then it will be time to start finding the real kind of friends and family he’s look for. Topics covered on the show primarily revolve around becoming a professional stand-up comedian, and the trials and tribulations that go along with that process. It took Tim ten years to decide if he was really good enough to be an entertainer. He isn’t just a stand-up comedian after all, he also can sing, dance, and act. But does Tim believe in himself? Let’s find out on this show. He also covers other interests such as mental health, self improvement, and finance/investing. He performs stand-up comedy in real life using the stage name Timmy Gusto, as an attempt to conceal the fact that he’s slightly Jewish. I wonder if it’s possible to get canceled from iTunes just for the description. Any who, you can follow @TimWeichselbaum on Instagram, his current social media platform of choice, to see reels and other enjoyable snippets of his creative output.Copyright 2023 All rights reserved. Performing Arts Self-Help Stand-up Shows Success
Episodes
  • Ep. 117 | Bullish on Soup

    Ep. 117 | Bullish on Soup
    Dec 8 2025

    In this episode, we open up by checking in on the psychology of the elite and the Jeffrey Epstein files, before pivoting to a lesson on inflation and vocabulary: if you only have $45 million, you aren't a millionaire—you are just a "thousand-thousandaire".

    Later, we tackle the branding crisis of the cosmos. "The Solar System" is a boring name, and we investigate whether the galaxy owes trademark royalties to the Mars candy company for the use of "Milky Way". We also brainstorm better corporate sponsors for the universe, like Nabisco or Chiquita.

    Finally, we get into the "guru" section. I give an update on my trading app, OptionsAware, which "still sucks" but helps me rank daily opportunities. I explain why I'm selling puts, hedging my bets, and why—despite everything—I remain incredibly bullish on Campbell's Soup.

    Watch on YouTube: https://www.youtube.com/watch?v=qt85u2Dmoro
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    1 hr and 4 mins
  • Ep. 116 | For the Pain of the Game

    Ep. 116 | For the Pain of the Game
    Nov 5 2025

    After battling through numerous false starts, Tim records this episode while feeling "rusty" and dealing with a headache, jaw pain, and debilitating fatigue. This episode is a candid look at the grind of a solo developer, the frustrations of building a new product from scratch, and the personal toll it takes.

    Watch on YouTube: https://www.youtube.com/watch?v=xHM_I8eCz74
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    1 hr and 22 mins
  • Ep. 115 | From ALS to AI Stocks with Mike Dragon

    Ep. 115 | From ALS to AI Stocks with Mike Dragon
    Sep 22 2025

    Tim is back! After more than a month away developing a new app, he returns for Episode 115 with guest Mike Dragon for a sprawling, deep-dive conversation.

    The discussion starts with a surprisingly frank and personal look at ALS disease before spiraling into a grand theory of everything, where Tim posits that all complex systems—from DNA and viruses to Bitcoin and financial markets—are fundamentally a form of language. From there, they dissect the psychology of wealth, recent political events, the culture of the Austin comedy scene, and the intricate details of Tim's new FinTech application.

    Watch on YouTube: https://www.youtube.com/watch?v=G1940gPwvmY
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    1 hr and 33 mins
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