In my area you dont have to be a GC to buold your personal home.Find a local bank to work with on construction loan (I would suggest you get a account for that bank and donuts always help) Get a list of your area governing body on what is needed to be submitted for approval.

I have received a scan of the current owners insurance  statement / bill. 

A quick scan of MLS listings should tell you the story of what market prices are like.  

Do I need to create a sort of pig latin code in order to avoid the software scanning that keeps me in the forums to share the ideas I have, or do I have to fold and choose PRO before I'm ready to commit?

You are putting a deposit down for the appropriate governing body to foreclose on the property for delinquent property taxes.

You can scan paperwork to their cloud.

That newer asphalt, or when it is resealed or newly striped, looks pretty sharp (but then you have some costs and maintenance), but I am not sure the attractive lot would bring much more in rent nor would gravel drive off good tenants.Finally, I shovel snow with the body sled type shovels and it would knock me out without a smooth surface underneath like asphalt or cement, so with gravel maybe check how that would work with your snow removal system (be it shovel, snowblower, or plow truck)...probably gravel best fit for plow truck...Best of luck

Both offices had a good handful of bodies at the locations along with a few appeared to be customers onsite, but i'm a little worried about all the fees and monthly expenses i was presented with along with the commision rates.

As the applicant has to send scanned image of government-issued ID and proof of income by email as part of the application process.

Is there a governing body I can contact?