Oaktree
Super Member
Fla. seems to have much stricter regulations on roofing than most states, makes sense being in hurricane country.Another risk of shingling over if your state has updated code and excluded the practice of a second layer as a qualified re-roof. Home owners insurance may require proof of a qualified re-roof after a period of time or for new policies.
Several friends and my mother in law were threatened of home owner policies not eligible for renewal if they didn't put a new roof on.
Not sure where the OP lives, probably should check state/local regulations as to whether they allow a 2nd layer. If you do go with 2nd layer, I wouldn't bother with the intermediate layer of felt.