I don't think Clinton would want to poach a Democratic senator knowing a Republican would choose his interim replacement.
Low, low priority consideration in getting the right VP. Certainly if we're talking about the metrics Bubba was using.
I think Kerry is a realistic Gore 1992 pick, which opens up the seat for 1994, but... what's up with these Massachusetts Republican senate threads we have on here all the time. People know a GOP MA senate seat is poison to any presidential consideration, right? As was, MA gubnor Romney faced an avalanche of non-enthusiasm over his Romneycare transgression in 2012. And he didn't have the starkness of outright liburl senate votes designed to ensure re-election.
(Incidentally, we already have a historical example of Weld sounding out a presidential run in 1996, and he rapidly concluded, correctly, that he had no chance of being nominated. So anyone who thinks he's presidentiable from Mass is going against the man's own conclusions.)