No way in hell Mr. Door Ringer would get the job if it was me (and it has been fairly recently).
All sorts of flashing red lights and alarms going off in my head as I read the original post in this thread....
My whole adult life has been spent "in the trades" - in other words, I know contractors (I "R" one)
and how the good ones (and the shady ones) operate and this just sounds wonky as hell to me.
As others have posted, get reputable companies in the area to come look and offer a price.
Research hell out of it - consult all manner of reference sources, including the insurance company
themselves (who do keep a list of contractors they use). Heck, look folks up on Yelp and Google, the BBB
and all that jazz. Speak with the roofing suppliers; they know "the good ones".
Every bit helps.
As part of my own "bucket list" (remember, mine is different - my list is what I feel must be done before
I kick the bucket for good), all the roofs out here on the ridge have been replaced within the last 5 years -
and all with 50-year metal.
House, porches, shelters, garage - there's a lot of roofs out here.
Some of them I did with the help of my buddy; others were contracted out as I deteriorated.
I had papers in hand (insurance, warranties, performance bonds, etc.) before a soul set foot out here.
I will not leave a mess.... the wife is in good shape when things go sideways for me for good.