Why is this considered to be the longest bull market in history when the late 1980s – early 2000s lasted longer and yielded higher returns? August 19, 2019 5:42 pm by IWB by AestheticFC There were no bear markets (20%+ drops) in both periods. Am I missing something? The biggest drops I can see are: Jul 16, 1990 – Oct 11, 1990 (-19.9%) July 17, 1998 – Aug 31, 1998 (-19.2%)