Help, bumping my head on token ceiling and session use.

Help, I am bumping my head on token ceiling and session use trying to analysis real estate market. I have greatly narrowed down my scope to one county market instead of 3 states. How do I know what the token usage will be for our projects? Is there a way to estimate token usage? So now I have to narrow down the scope on outputs and broad search perimeters. Should I break down project into multiple tasks?

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