You can argue that people were more fond of Bill Clinton than GWB, and that will have some impact, but I don't think that'll be so strong to overcome how people feel about Hillary and Jeb which I think could be different.
Jeb going against ANYONE ELSE on the Democratic ticket would be a dead man imho. There's just too much antipathy towards the "old" connections with him. But against Hillary I think that becomes an extremely limited factor and thus becomes a more even race.
"I am appalled that somebody who is the nominee...would take that kind of position"
"A court took away a presidency"
"...the brother of a man running for president was the governor of the state..."
It's horrifying because Trump is blunt instead of making overt implications.
As a diehard Republican i have this to say about a Jeb Bush presidential run:
PLEASE GOD NOOOOOOOOOOOOOO!!!!!!
I doubt he will be the GOP nominee. Im not near as convinced Hillary will be the dem nominee as I was a year ago.