Digging them up and replacing them entirely is the only way to overcome that.What you are asking for is the equivalent of telling your roofer that the roof hasn't leaked for 60 years, so why can't he just tar patch it!  

My roofer took a look and told me it needed a roof, so we got that done, too.  

Other than to request that my tenant communicate with him to mend fences I have stayed out of the matter. 

A good roofer can complete the job in one to two days with minimum impact.

But it's great to have electricians, deep cleaners, steamers, landscapers, and a roofer. 

The recommendations of taking college leases/large apartment complexes and mending the terms together may work to suit your needs.

I work with a great roofer, but am interested in seeing if there are any Regional or National companies that will re-roof properties AND finance the work?  

Quote from @Mike Mendes: Birds of a feather flock together. 

Truth is, when unfortunate events happen, in most cases it wouldn't matter if you were standing right there. 9 times out of ten , you will have to call someone, plumber roofer, pest control, and such.

Then I had my roofer go out and look at the roof to ensure there were no leaks or any of the roof compromised in any way.The remediation company did say there was some moisture in the attic in a small area where the outer part of the roof contains leaf debris.