Hacking 101 (https://www.hacker101.com/) by Peter Yaworski is a book written with HackerOne's support. In my opinion, it is the best resource for moving from common security assessments to bug bounty hunting. Peter Yaworski describes each kind of vulnerability by describing bugs reported by him and other bug bounty hunters.

However, is not the best place to start if you do not know the basics. It is a good book that describes bugs reported in bounty programs, but they are not explained in as much detail as in other books.