You will want a termite inspection since wood wasn't treated in that era and if you suspect say termite or beam damage have someone look at those items. 

All but one owner was satisfied with their repairs, in which the nature of this particular problem...tuck pointing.... was exactly similar and damage comparable. 

Such as, if the tenant; doesn't pay rent, fails to vacate at the end of the lease term, damages property, violates a condition of a written lease, is involved in criminal activity, etc.. 

., the onus is on the contractor to make all the arrangements to get the material to the job; they can't point a finger at someone else holding them up because "you" bought the wrong/not enough material; who pays if they damage the material; if there is a material failure, the contractor isn't likely to cover the cost of their labor to repair/replace if they didn't supply the product; and so on.

You have your property and the last thing you want to do is rent it to someone you can't trust or may cause you problems. 

Usually, if there was enough water to cause a failure in the drywall, there would be a noticeable stain area.That said, the ceiling looks a bit rough and doesn't appear to be an intentional/decorative texturing.  

For damages done by them during residency, they should be charged for it immediately. 

If I am successful in finding a new tenant, I can then sue for damages, losses, expenses and including attorney fees.

-I'm only looking in college areas where occupancy is 95-100% granted damage might be slightly more depending who it is rented to.

Ask for damages.