By Work Rewritten

By Work Rewritten

I Asked AI to Help Me Build My Business. It Told Me to Check With My Husband First.

10 reasons to be wary of taking strategic advice from AI.

Work Rewritten by Sam Alvita's avatar
Work Rewritten by Sam Alvita
May 04, 2026
∙ Paid

I had a concerning moment with an AI assistant (specifically, Claude) last week while working on a portion of the strategic roadmap for my business.

The conversation was entirely about work: priorities, timing, and what the next phase of building Work Rewritten might look like.

At one point, the model paused the conversation and suggested I should make su…

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