So, we are officially under contract on our first property and I thought it was a good idea to start getting involved in the community since this just got very real.

I can relate.Don't forget to write an "official" business plan, it will help explain your goals after you get to Florida and begin assembling your Rolodex of support infrastructure.We are a Brokerage of investors and do a large amount of HUD business all across Florida as we all work from home.We should talk...John Rogers

I was living in NYC but have now officially moved back to Maine.

Kyle M. you can do that, you can even bill them all together on one bill if you like, just itemize it so that they can see what's going to what.The 'best' way to do it would be to have the water company come out and put an official water company meter in for each unit, but I don't think I have to tell you ... that won't really help your current cashflow concerns!  

Has anyone had any experience with renting multiple properties to large companies or schools and becoming an 'exclusive' or official partner with that school or company?

I was planning to give an official 30 day notice to vacate on February 1st, but if they simply don't pay rent and don't respond what do I do?

Personally, I prefer to look for guides from officials and local organizations for starting points - and consulting with an attorney is important.

Producing the Status Letter is a routine task, has all the detail and is official and is already paid for with HOA dues.

Talk to your building department official, they can tell you the best route to take in your area.  

I'd test the waters a little bit before getting too official.