With 10 ko defeats prior to winning the middleweight crown, I'm pretty sure Tiger Flowers "wins" this category.
Don’t know where he would rank among heavyweights but Mike Weaver was stopped five times before beating John Tate for the WBA strap.
Oleg Maskaev was knocked out 5 times before winning the WBC title in 2006. Few of them were devastating KOs.
Let's say X wins the WBC belt in 2001 with 0 losses by KO but he retakes it in 2006 with 15KO losses does that count?
It was just an example. Any man legitimately chopped 15 times would have his brain dripping out his ears aha.
Jersey Joe Walcott had 4 KO/TKO losses before winning the title from Ezzard Charles. Joe Brown also had 5 stoppage losses prior to winning a title too.