Once a restoration company sends a bid , would insurance be required to complete the restoration phase?

What documentation might be required? 

Should we find an agent first, who can help us identify these properties and can get us these properties in competitive market or should we start looking into these properties with a general contractor who can help us figure out how much work/flipping cost will be required?

You mentioned "architect fees" and not all the others that are frequently required so I am not sure what your quote includes.

I know that most home loans require you to live in house for at least a year prior to renting out, so my question is on how to work around this and be able to rent out the property soon after purchasing?  

If you are subject to the MA "Millionaires" tax there is some (minor) planning that can be done, but nothing that requires significant knowledge to do it.  

I see the following rom the newly required affidavits that I assume based on the following portions in the affidavit that Canadians and other treaty country citizens are allowed.

The acceptable vintage of a home constantly migrated to newer: for some aggregators starting at post 1950/1960 moving post 1980 to post 2000.

Software should say "Pay taxes on Property X, it's coming due" ideally.Basically the notifications you would require to maintain a big portfolio

@Justin Brittingham speaking from a fund manager and one who originates, I would say (maybe contrary to popular opinion) identify your lender and know what they require.