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The Tim Weichselbaum Show

The Tim Weichselbaum Show

Written by: Tim Weichselbaum
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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. 119 | Using Statistics to Justify Bigotry
    May 26 2026

    This episode consists of a continuous monologue that begins with an explanation of why the host deliberately mispronounces his own last name. The conversation then moves into a series of unfiltered personal theories regarding genetics, human sociology, and the nature of physical laws like friction and gravity. It also covers the host's experiences with long-term sobriety, including the lingering post-acute withdrawal symptoms of quitting weed and how a depleted baseline of dopamine has altered his daily outlook.

    In the second half of the episode, the focus shifts to financial markets and personal trading strategies. The host details a recent failed attempt at building an automated SPX trading program and the psychological challenges of managing a stock portfolio. He explains how his preference for the instant gratification of selling credit spreads and covered calls ultimately led to significant missed profits during the recent artificial intelligence market boom.

    Watch on YouTube: https://youtu.be/GQjDzyU0IgY

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    1 hr and 9 mins
  • Ep. 118 | Society is Built for Addicts
    Mar 1 2026

    If you're the kind of person who likes to go kayaking, hit up a coffee shop, and dabble in the ukulele, you're obsolete. Society isn't meant for well-rounded people with varied hobbies anymore. It's designed specifically for isolated addicts who engorge themselves to the point of losing their relationships.

    We also get into the afterlife bureaucracy. Social hierarchies absolutely follow you when you die. If you don't have any earthly clout or a few billion dollars to grease the wheels, get ready to sit in a purgatory waiting room for 80,000 years just because they don't know who you are.

    Other stuff I talk about: vibe-coding an options trading algorithm with GPT-5.2 , losing tens of thousands of dollars on 0 DTE SPX trades , why DJs are going straight to hell even if they cure diseases, and why people who complain about "bad takes" are nobodies.

    Watch on YouTube: https://youtu.be/OoKM7i9pTq0

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    1 hr and 15 mins
  • 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
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