If your contract doesn’t state terms for additional access, then I understand his concern, maybe ask if you can video the interior, although most tenants won’t want that.

Full interior and exterior renovation!

I have done interior ivy walls, ice cream makers, fresh squeeze orange juice, and even converted an outdoor shed into a "Van Gough Art Studio" to give 1 house a leg up.

And lastly, you are only as good as the internal rep you get, don't be afraid to ask for someone better if your rep can hardly fog a mirror.  

The wholesaler also has an internal property management team that I'm using.

Chipping or peeling paint on the interior & exterior surfaces is definitely something they look for. 

To finish the interior of a 480 sqft garage.If an efficiency ADU costs 33%+ of the total value of the existing improvements, it's really hard to make the numbers work.

I wouldn't limit it to roof as wind and water can damage other areas of the home..what if a window was left open and the interior now has water damage etc...Did you already bind your insurance (likely not if you are two weeks out) So there may not be a reason for them to dictate you get it reinspected. 

Like @Ryan Moyer said, there's a lot that internal google departments don't seem to communicate with one another 

My company has developed detailed internal procedures for these so, just understand, I'm simplifying the process quite a bit here.