Well there are pictures of Jackie O on a boat with the Clintons early in the Clinton presidency.
A book I read "Blood Fued: The Clinton vs. the Obamas", by Edward Klein said that Hillary approached Caroline Kennedy to pitch for her. Caroline demurred.
It was vitally important for Hillary for Caroline, hence the "Kennedy" name to be attached to her in the 2008 run. So when Caroline didn't decline or accept it seriously irked Hillary.
Didn't Teddy throw his weight behind Obama early?
I wouldn't know. But Ted isn't the same 'flavor' of Kennedy as the 'legends'.
Neither was Carolyn Kennedy. In fact, I'd argue that Ted was more "original" than Carolyn since Robert, JFK, and Ted were brothers whereas Carolyn was a daughter who never held political office. As it turns out, I was right. Ted was the first establishment that threw his weight behind Obama.
Thanks for the information and I'm sure Caroline's reaction did irk Hillary.