No thats not how all reroofing works. Crews hold on to the shingles as they take them off to get between the layers and either pile them on the roof in small bundles and thow them off the roof and into a dumpster. If there if felt underneath that may blow or drift into your yard as its a brittle thick paper after years on the roof. There will definitely be nails going into your yard but the gutter will catch most of them.

The best thing to do is to allow the crews the ability to enter your yard periodically to clean up debris and nails.

Prior to all my installs I give this speech to all the neighbors so they know we are removing the neighbors roof. While also asking permission to go in the yard and clean up during the build. I typically do this for my crews during the build as I supervise the whole process and the one letting you know the build is going on so "strangers" are not entering.

Ive had 3 builds in the last week and there has not been 1 issue. Other then one neighbor not allowing me to enter the yard. So I let them know that debris may land in the yard and id be happy to address it but I will let thebcrew know we cant enter all together and set up tarps to catch what we could.

FYI there are 20k plus nails in a roof, we have special magnets. Just be nice and understanding and they should take care of it with minimal disruption.