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Running & marketing a business in the age of AI, algorithms & automations

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Substack
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Issues80Founded2 years agoLast Issue12 days ago
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Latest Issues

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Most email marketing advice gets written for one audience: other online business owners. The cadences, the launch sequences, the “reply and let me know what you think” CTAs — they all assume the person on the other end is in the same world...

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Getting ripped off online used to feel like the worst-case scenario for putting your ideas out there. Now it’s a near-certainty — your work has already been scraped, ingested, and trained on, whether you wanted it to be or not. But, on the...

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After nearly two years and a survey of 50+ members, Jessica’s Deeper Foundations membership had clearly outgrown its original container — and Jessica finally had the data to prove what was working, what was friction, and what needed to be r...

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Build it or buy it? Vibecoding with Joe Casabona

AI coding tools have made it possible for anyone to build an app by just describing what they want. And solopreneurs are doing exactly that—from quiz tools to iOS apps to full CRMs. However, there’s a lot more to this conversation.

In thi...

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When AI FOMO is real: Speed vs. Discernment

The AI adoption conversation in early 2026 is loud, fast, and full of warnings that you’ll be left behind if you don’t move now. But for most of us, the real question isn’t how fast you can adopt every new tool—it’s whether the tool or use...

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Authors

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  • Meg Casebolt
  • Amelia Hruby, PhD

    Platform critic + AI skeptic. ☆ Host of Off the Grid: Leaving Social Media podcast. ☆ Author of Your Attention is Sacred.

  • Jessica Lackey

    A business and operations strategist going below the surface-level business advice at the intersection of strategy and humanity.

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