As a newbie with very few folks around me physically that venture into this, you are keeping my optimism high while temporing my enthusiasm with healthy doses of logical reality.

This site might very well be perfect for you since you'll find a lot of "learners" here too (includes me!).

If the agent has never physically done roof work, never personally purchased roof repairs, or been directly involved with a roof renovation project then they probably shouldn't offer any suggestion other than contacting a roofer. 

Eric, I don't know your particular market, so you may well be below going rate in your neck of the woods, but I don't think your fees are that different from many others.  

I know those may not be considered passive in a lot of cases, but I am a fairly competent DIYer and really enjoy using my tools, physical activities, and seeing a project come together.

Actually, experienced investors may well be held to the same standard in some cases, knowledge of the parties is a factor in all business dealings, not just real estate.

I know the spirit of the law implies I physically live there, but does the letter of the law say where I have to sleep as long as it is set up for me ?

Physical Signage in front of the space2. 

I included in additional clause "Tenant acknowledged that even though they will not physically inhabit the home until they return from deployment (after the lease effective date) they are still responsible for the terms and provisions in this agreement."

I always want to position myself as a RE investor first, then a W-2 employee second, simply because REI requires networking, and as I said, it could very well be your greatest asset, particularly starting out.