I have to leave log off pretty soon, so I am going to provide an answer either way. Should you have a follow up, I will be able to reply within a few hours.
IF THE ROOF IS OWNED BY THE COA, I.E. IT IS ITS COMMON GROUNDS
If so, then the COA has the duty to keep it in good repair. If they do not, then someone in your situation can threaten to sue the COA for negligence
. The essential elements of a cause of action based on common law negligence may be stated briefly as follows: the existence of a duty owed by the defendant to the plaintiff, a breach of that duty, and an injury proximately caused by that breach. Kirk v. Michael Reese Hospital & Medical Center (1987), 117 Ill.2d 507, 525; Mieher v. Brown (1973), 54 Ill.2d 539, 541.
The COA has a duty to take care of the roof, does not, and your property gets damaged as a result.
IF THE ROOF IS NOT OWNED BY THE COA
Then the claim is stronger
against the roofer contractor
themselves. Actually, the claim may be brought against the roofer (for negligence) but also against the COA (possibly for misusing the money to hire a bad contractor).
Because most of such matters settle out of court after a few threats, one may wish to retain counsel and write a DEMAND LETTER to the COA and/or the roofing contractor per the above. While not mandatory, perhaps the threat will have them spur into action to avoid liability. Let me know if you need a sample letter (however since I do have to step away now, I will have to reply in a few hours).
I hope this helps and clarifies. Please use the SEND or REPLY button to keep chatting, or please RATE when finished. You may always ask follow ups at no charge after rating. Kindly rate my answer as one of TOP THREE FACES/STARS and then SUBMIT, as this is how experts get credit for our time. Rating my answer the bottom two faces/stars (or failing to submit the rating) does not give me credit and reflects poorly on me, even if my answer is correct. I work very hard to formulate an informative and honest answer for you; please reciprocate my good faith with a positive rating.