I'm with tsa currently, but don't have much experience (new hire as of sept. 5th) I've heard from all the formers and current employees that management can be a pain, but it's not unbearable if you're not looking for tons of days off a month, also, the better you get along with scheduling, the better you'll be. Pilot group is really good.
To get hired into the jet at tsa, all you have to do is get hired. the jetstreams have all been retired, all that's left are the ERJ's. Your times would seem competitive, and you wouldn't necessarily have to move on again, however, many do....just depends on how long you can stand the mgt, i personally am hoping to put up with things till i DESIRE to move on somewhere else, so i can avoid the "lateral move" but...if i have to go lateral, i'll try to do it early on.
PS-
I'd also look @ xjt, i know they've been offering interviews with times close to yours, your multi being in excess of 100 might be enough to know a hundred or so off the 1000TT, could be close. good luck.