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Hey Brett! There are some nuances to this I want to be sure I'm understanding. How many physical locations do you have? Are you saying that you have 1 physical location from which you are serving all of those states, or do you have physical locations in each of the states? Are you meeting face-to-face with your customers in each of these states, either at your office or at their homes/businesses? Please, answer these 2 questions as fully as possible. Regarding instances in which Google does not show local results for a given query, this is based on their internal interpretation of what is most relevant. Google makes a decision about whether a searcher's intent is local or not, and also, they determine whether there is enough relevant local data to show on a given query. No one (but Google) knows all of the ins and outs of these decisions, but it's not something you can really influence. The important thing is to recognize whether Google is showing local or organic results for your core queries and then do everything you can to become dominant in those results, either via local or traditional marketing methods. Remember, too, that results are personalized - so you searching from Hawaii are not seeing the same results that your customer is searching from California I'll look forward to your replies on questions 1 & 2.

There are a lot of these "little things" that must be put in line to make a domain successful. Because this is such an important domain, with the success of a group of professionals at stake, I would hire an experienced SEO to give it a top to bottom review and get it into fighting shape.  This person should be able to help you get the site move straight, optimize it for organic search, get you better set-up for local search.      I would do this sooner than later. All of the pages have the same title tag and a lot of code that is not needed.   A good SEO could expand the keyword reach of the domain and make it more competitive. Getting the 301 working correctly will eventually pass the DA/PA to your new domain, but there are more important things that need to be done. (I am not posting this because I am looking for work.  I only work on my own sites.)

I don't know of any rule that says the content has to be close to or resemble the original content. I've used both url to url and many to one url methods of redirecting pages, depending on what I'm trying to accomplish. If you CAN go url to url, I would, simply from a usability standpoint. If I am clicking on a link in the SERPS for "old link", I am expecting the content on "new link" to at resemble the content I'm expecting. If not, you will get higher bounce rates etc. I'd go for url to url for this reason alone. In the circumstances where you can't do this, such as limitations WIX has on url to url 301 redirects, then you would go to the main page or section page. Remember, the intent of the redirect is to tell Google the content moved and that it has a new home. Again, no rule that I can cite on this, but we all know Google likes what people like.