According to this article (https://popculturereferences.com/when-did-whos-the-boss-jump-the-shark/), Who's the Boss? jumped the shark (https://web.archive.org/web/20061031122842/http://www.jumptheshark.com/w/whostheboss.htm) at the start (http://reviewingeverytvshowiown.blogspot.com/2017/03/whos-boss-in-search-of-tony.html) of Season 6, when (https://podcasts.apple.com/us/podcast/in-search-of-tony/id1528039547?i=1000542685661) Tony and Angela made out while on vacation in Jamaica. And yet, the show still tried to maintain something of a status quo by trying to have them still be in a "will they, won't they" (https://tvtropes.org/pmwiki/pmwiki.php/Main/WillTheyOrWontThey) situation. So by the time (https://web.archive.org/web/20140406114451/http://forums.televisionwithoutpity.com/topic/2874131-whos-the-boss/page-7#entry13217686) that they officially get together (https://www.sitcomsonline.com/boards/showthread.php?t=279994) in the eighth season, it was really hard to care anymore.