Jessie is an AI text concierge for reminders, loose ends, plans, and follow-through. The original pitch was broad: text what is on your mind, get a clear next step, let automation handle the routine work, and bring in a person when context matters.
The broad market did not show up. Texas lawyers did.
That is not proof that Jessie is a legal product. It is evidence that the product gets clearer when forgetting has a real cost. Lawyers manage deadlines, clients, documents, calls, and work that cannot quietly fall through a crack. Texting a loose end can be faster than opening another project system.
“Personal productivity” is a weak category. Almost everybody says they want help. Fewer people want another tool. A narrow professional workflow has a sharper problem, clearer language, and a reason to pay.
I am deciding whether to narrow Jessie around the people using it, rebuild it for them, or stop working on it. A handful of surprising users is not a finished market.
The next step is customer research: what did they ask Jessie to remember, what repeated, where did human support matter, and what would make them stop using it? If those answers stay scattered, ending the product is a valid call.