Barack Hussein Obama is ignorant, and he's not improving. TDR was a Republican then a BullMoose - FDR WAS a Democrat, but the left trashes him every chance they get, even claiming he "knew" about Pearl Harbor beforehand.
JFK did botch up the Bay of Pigs and became a MSM martyr for being assasinated by that communist. Being like Ted Kennedy is really nothing to brag about in any case.
But Barack Hussein Obama has always tried to find his own identity publicly - I've seen him compared to many other political figures, both past and present. Some of them:
Jimmuh Carter, Mike Dukakis, Adlai E. Stevenson, George McGovern are the four most often mentioned - I've heard Barack Hussein Obama compare himself to even Abe Lincoln, but he usually goes for the JFK thing - that falls short as well.