I also asked if they'd be willing to introduce me to 1-3 people whom I can ask same question(s).
Lastly, I plan on spending a couple of weeks living out of an AirBnB and working, as if I already moved there.
Check out the various tourism forums, e.g. TripAdvisor - as they are great for telling you what some of the highlights are. I have found playing tourist in a city is a great way to get your bearings, figure out where you do and don't want to spend time, etc. And lastly, it can tell you how easy it is to get around town with various modes of transport. E.g. San Diego / LA - you need a car but Portland you can walk/bus/bike anywhere.