They showed on Behind the B why Seguin was traded. He didn't do what they wanted him to do, I remember the segement. Boychuk was traded for cap reasons. Iginla was a FA and walked. Mezaros? That's a bad thing that he left?
So let me break this down as a Bs fan because I totally get why it doesn't seem right from the outside.
Seguin - complete disaster. You simply do not trade a 20 year old exceptional talent because he got a little boozy and struggled in the playoffs. And you especially do not trade him for a 27 year old winger. Don't get me wrong, I love Loui. One of my favorite guys on the team. But in comparison to franchise talent? Now obviously Cam and other agreed to the Seguin trade but Chiarelli conducted it. There is really no defending that trade.
Boychuk - after Chara easily our best defensemen. Now here's the fun part: Chris Kelly - 3 million. Greg Campbell, Matt Bartkowski and Dan Paille - 1.5 million. The last three were all healthy scratches multiple times and Kelly had a whopping 28 points and no goals since like February. Kelly also has a full NTC. So his awful contract to Kelly and decision to keep our useless fourth liners forced us to trade Boychuk for cap space. I 100% believe we make the playoffs with Johnny - not doubt in my mind. In a vaccuum 2 2nds is good value but in the context of our team? Awful.
Mezaros - I'm not mad he left I'm mad he was our replacement for Seidenberg. Chiarelli cap strapped this team to give us a real cup-chance last year. It sucks that Seids went down but the fact is we needed a reliable #4 for the playoffs and Chiarelli failed to do anything. I also believe we squeak past the Habs with a more reliable #4: Bart and Mezsaros do not count.
This season - Iggy walked for nothing, I already went over Boychuk. A team that already wasn't good enough to win got weaker and still had no cap space. Not to mention we lost a huge amount of locker room leadership in Thornton, Iggy and Johnny. And what happens? Chiarelli gets no defensive for our brutal blue line for the playoffs and we essentially traded Boychuk for Connolly (I did like the Connolly deal though, for what it's worth).
Basically Chiarelli had no clue what to do with his team after 2013 and now we're here.