I've been working on something like this the last few months specifically around service quote analysis (repairs, construction, hvac, auto, etc.) and it's really cool. I think LLM analysis is the way to go because the amount of complexity is absolutely staggering - just to start the difference in quality and information available on a quote is drastically different between vendors within the SAME vertical. Then to do actual do analysis on local laws, the details of your property (not just photos/videos, but zoning and lot details), vendor analysis, etc.

On top of it all, the most important thing to consider is intent -> An emergency plumbing visit is often very different than a proactive upgrade.

edit: spelling