re: Which streak is worse?

Easily Ole Miss. By cheating they were able to get some big time talent on their roster wince 2013. Kentucky have never sniffed a 5* or top 20 recruiting class.

Ole Miss class since 2012

2012 One 5*
2013 #8 Recruiting class(Composite) with four 5*sand seven 4*s
2014 #15 Recruiting class with One 5* and Six 4*s
2015 #18 Recruiting class with Seven 4*s
2016 #5 Recruiting class with Three 5*s and Twelve 4*s