I am currently working on two other Timelines as the moment (the McGovern one which is long overdue) but I decided I wanted to try my hand at one that is relatively minor in comparison, a short story if you will. The basic idea I have is that Sinatra decides after the Kennedy Assassination to enter politics (supposedly it took a rather heavy, emphasis on heavy, toll on him despite their break in '62) and runs for the US Senate Seat in California. Considering the scandals that plagued the Salinger and the close margin of the race even under those conditions (not to mention Sinatra likely would have been appointed Senator by Governor Brown as Salinger was) I don't see him losing.
From there is obviously gets blurry as it is just an idea, no major research has been done yet. Possibly he supports Bobby Kennedy in '68 depending on how their relations were (I know Sam Giancana is going to cause tensions) and assuming a close working relationship in the Senate; Butterflies can do anything when your mind is put to them, and admittedly one of my favorite ideas along the Kennedy line was for Sinatra to escort Kennedy through Ambassador Hotel only to be shot and killed by Sirhain Sirhain in Kennedy's place. I doubt I will do that though since that would make the story especially brief, and I am not about to write an epic on Bobby Kennedy when others have already (or are rather in the long laborious process of) written such.
Depending on how people perceive the realism of this idea, we will see if I choose to undertake it.
From there is obviously gets blurry as it is just an idea, no major research has been done yet. Possibly he supports Bobby Kennedy in '68 depending on how their relations were (I know Sam Giancana is going to cause tensions) and assuming a close working relationship in the Senate; Butterflies can do anything when your mind is put to them, and admittedly one of my favorite ideas along the Kennedy line was for Sinatra to escort Kennedy through Ambassador Hotel only to be shot and killed by Sirhain Sirhain in Kennedy's place. I doubt I will do that though since that would make the story especially brief, and I am not about to write an epic on Bobby Kennedy when others have already (or are rather in the long laborious process of) written such.
Depending on how people perceive the realism of this idea, we will see if I choose to undertake it.