A number of things:
Jeter's off the field stuff: I have to admit, as a single guy, I find it a bit annoying. And I have heard first-hand accounts from women in New York who have been with friends who he picked up (at least the couple I met said it was the
friend he picked up

), and it some of it sounds as cheap and tawdry as you'd think. I personally was at the Playboy Club at the Palms in Las Vegas once and saw him at the bar with some other guy and the phenomenon was unreal - the glammed out Vegas beauties literally swarmed him. But you know what? He was never a hypocrite about it. And despite the constant media coverage, it mainly stayed under wraps. He enjoyed the single life to the max, never got married, never cheated and never played up his status as the most eligible bachelor in NY.
The gold gloves: Jeter was an excellent defensive SS for much of his career. Sure-handed, good range (which later slipped significantly) and always made the clutch play. Going back on a flare, into the stands on a pop-up, into the hole for a sizzling grounder - he was fantastic. Not as strong going to his left, but that's quibbling. Him being a "subpar" defensive player is a recent, revisionist creation. He had lost a step, won a gold glove late in his career and suddenly it became popular to apply that filter on all his previous defensive accomplishments. Silliness.
Jeter as a hitter: first of all, yes, he played on a stacked squad. But he was the cornerstone of that squad - he should receive equal, if not greater, credit for the team's offensive success. And "punch and judy" is a disingenuous label to minimize his overall contribution. He was not a cleanup monster, but he was an excellent all-around hitter, who contributed to the offense in every way possible - at the front end of the play scoring them, in the middle of the play keeping the rally alive and at the end of the play driving them in. He had above average speed, above average power (especially for his position), was phenomenal at making contact and, again, was incredibly clutch.
Jeter vs. Ripken. Both hall-of-famers. Ripken had more power; Jeter was significantly better at making contact and getting on base. Ripken played on losers - but, as I said above, why doesn't Jeter get some credit for contributing to his teams
not being losers? I would say that in their prime, they were about the same defensively - Jeter had Ripken on range, but Ripken was unbelievably good at positioning himself based on the situation, which was what allowed him to play the position so well despite his limited range. He also had Jeter beat on the arm, but Jeter used his athleticism to compensate there. Rank 'em 2-3 or 3-2, behind Wagner - it's a legitimate debate and I don't think it's clear-cut for either one. Trying to say Ripken is
obviously the better player smacks of sour grapes.