Stop in for a cup of coffee

I contacted a couple contractors here that do old house restoration. They no longer do clay style. I haven't talked to the gal a few blocks away that had her roof completely replaced. I have talked to a roofing contractor that has Certainteed steel roofing that looks like the tile. They are working up an estimate. They brought out their drone and shot some video of problem areas I didn't know existed. They can do all the repairs needed, reflash the dhimney and new gutter and downspouts.
You need to talk to guys who actually do repairs. A world of difference. I would try Jenkin's son or son in law first. Then those two companies in Ill and the ones in Iowa - but not clear if those do repair work.
Not mentioned in the article are companies that use the eqivalent of a service manager. This rarely ends well as the estimater doesn't have anything to do with the actual job. He's not even their supervisor or anything like.