The association has an inground pool and a day pier for everyone to use.

I have several clients utilizing this same strategy here in Columbus, Ohio.

You can use the same bank account for as many rentals as you want as long as you have an accounting system to identify which funds belong to which tenant. 

In this strategy, it's important to note that appraisers do not consider the ADUs to be actual Dwelling Units so an SFR with an ADU is not the same as a Duplex, even if all of the features (bed/bath, GLA, etc are exactly the same).

The same friend (mentioned above) suggested I join this community.

Your lender will expect both of you to guarantee the loan, thus putting both of you on the same footing.

My tenants lease is up and they notified me that termites are in the house the same day they moved out.

We all hope to retire some day, and we're better off working toward that goal together.If anyone wants to connect, grab coffee, discuss JVs, etc - feel free to reach out. 

You might pay $100,000 less for a resale vs new with the same rent.Most new home communities do not allow investors.Many if not most of the HOAs for the new home communities are not friendly to investors. 

The difference is the lender is not a bank, but an individual or abother companyThe purchasing process should be 100% the same for you as a buyer as it would purchasing any other property with the exception that you would want to get an appraisal (where as typically the bank would).