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Streamlined Solopreneur: Helping Solopreneurs Take Time Off Worry-Free

You started your business for freedom, not to be chained to your desk. I help solopreneurs replace manual tasks with a reliable system so they can take time off worry-free.On Streamlined Solopreneur you'll get real-world strategies, smarter workflows, and practical tools to…

Podcast · By Joe Casabona, Business Systems Coach · American English · Official site

Indexed episodes, last 90 days
20
Latest publication
Sep 8, 2026
Audience
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Earliest in this view
Jul 3, 2026

Latest episodes

  1. Episode · Sep 8, 2026

    Telling AI to Write It Doesn't Mean You Wrote It (opens the original)

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    When I was 17, my high school organized a two-week trip to Italy and Ireland for $900. My dad offered to pay for it. I said, "Why do I need to go when I can just look at pictures online?" Seventeen-year-old Joe, you were so, so stupid. I’ve since learned that photos aren’t the experience. Just like ideas aren’t the fully fleshed-out thought. On top of a passionate credo about why we need to write for ourselves, I tell you exactly how you can start writing more without letting AI do it for you. W

  2. Episode · Sep 4, 2026

    Should You Stop Teaching to Get Clients? [Friday Wrap-Up] (opens the original)

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    This week I talk about a Steve Thompson video that's had me rethinking my whole approach — the idea that teaching tactics on YouTube actually costs you clients, because when you hand people the solution they assume they can do it themselves. After a rough summer where teaching hasn't yielded new business, I've decided to make September an experimental month: teach less, shift beliefs more, and stop being afraid to sell. Then a story about three climbers rescued off Mount Shasta after relying on

  3. Episode · Sep 1, 2026

    Conscientious AI Usage: How I Built a Quiz in Two Hours (opens the original)

    Episode notes · Positive tone

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    There was a time when building a quiz as a lead magnet seemed insurmountable to me. The setup, the configuration, the routing — not to mention how much those tools cost. It never felt like the juice was worth the squeeze. LLMs have changed that. So today I'm walking through exactly how I built my Conscientious AI Usage quiz, and how you can too. Take the quiz at quiz.lovehate.ai — find out if you're at risk of AI brain rot and get the free Conscientious AI Usage Kit. Show Notes Conscientious AI

  4. Episode · Aug 28, 2026

    Writing With AI Isn't Like Using a Calculator [Friday Wrap-Up] (opens the original)

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    This week I talk about why writing with AI isn't the same as using a calculator for math — financier Stanley Druckenmiller defended his AI-written WSJ critique of Scott Bessent by calling it "using a calculator," and I break down why that misunderstands math, calculators, and words. Then the unraveling of Ashley Flowers' true-crime podcast empire, and what a founder pulling 3 a.m. alarms on weekends and holidays has to teach any solopreneur who thinks no one else can do the work, plus a recommen

  5. Episode · Aug 25, 2026

    When to Use Automation vs. When to Use AI (opens the original)

    Episode notes · Neutral tone

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    AI and Automation are not the same thing. But people seem to use the terms interchangeably. Tools like Zapier and Make are deterministic automation — you know the input, you know the output, and it's incredibly consistent. Large language models are what I'm calling interpretive automation. Run the same thing multiple times and you can get different outputs. Both can do similar things. I don't treat them the same. And in this episode I’ll tell you the differences, and how to figure out when to us

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