I have learned that a lot of problems stem from poor communication, and this problem might mend itself if both of you understood each other. 

Need some warmer weather for the roofer to do his job.

A draft can take up to 15 days to clear.It is up to you to get estimates and choose a roofer for your repair.

Moreover, not only will you need an inspector to first initially analyze the condition of the home, but more so, you need a team of contractors and different vendors (roofer, structural engineer, mold remediation company, etc.) to receive feedback.

Metal roofs cannot be installed by any roofer.

Connect with local roofers who have been already marketing.

I asked my tile guy who the best painter was, I asked my painter who the best roofer was, etc.

If the house is over 40 years and never updated, you have to put money aside to bring a plumber, electrician, roofer and maybe foundation guy.

As stated above, best guess $5k to $10k for roof (most roofers will drive by and give you a free estimate...better to ask them than us).Blowing insulation is not rocket science.

Right now I have a good AC guy, an electrician, tile, roofer, and foundation.