March 2, 2026

Making Your Business Less Miserable

Making Your Business Less Miserable
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AI tools are moving fast, client work gets messy, and some days, business feels heavier than it should. In this episode, we talk honestly about what makes entrepreneurship feel miserable, how AI is adding new anxiety (hello, OpenClaw), and the boundaries that actually help.

You'll also hear a few timely Squarespace updates (and bugs), plus what the next year might look like for Squarespace designers and developers as AI keeps changing the workflow.


Mentioned in the Episode:

Squarespace Circle

The Web Designer Summit (March 5)


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