@Nate PucelThis will get answered based on the contract you have with the roofer and possibly your insuranceTypically a contractor is not responsible for consequential damages - meaning if they break something they are responsible for that item, not for any lost revenues etc.Now your insurance may have rental loss on it and they could go after the insurance of contractor but that also depends on your type of insuranceSo the answer is : it depends on what the agreements are

You don't know any roofers, so you just pick one out of the yellow pages (yeah, I'm showing my age) and they got 1/2 way done and then went to do another job and it rained, destroying your roof? 

I just sent you a PM for a roofer!

A roofer can probably give you a guess at best. 

Just make sure to find a good roofer for the more complex stuff.Getting the blueprint and cleaning out the attic are great next steps.

Most carpenters , electricians , roofers , landscapers are male .

That said, if you've been a landlord for years and have niche relationships with contractors / roofers (or do the work yourself), then it would seem you're in the ideal position to make this decision. 

here's what may be the best advice you can get on a project like this ... find the Best Roofer in your area to help with this!!!

Hopefully, the roofer which was hired is licensed and insured.

They said that they would send a roofer out to identify the problem.