They are trying to build a Carlyle type club but the top 6 players they have with any size don't exactly play like Getzlaff and Perry. If you don't agree with the Anaheim model thats fine but it has a lot more to do with the makeup of the team than whether Grabo or Clarkson will have the better year. They are small down the middle and Kadri has sewn up the little center role. If he had not broken out, or had been able to only work on the wing it may have been different, but back when Grabovski was committed to for 5.5, NK was just a question mark.
Last season Grabo was ineffective in the bottom 6 so they have to choose between Kessels buddy who is bigger, better on the dot, hits more, and has not yet failed as a bottom 6 guy, and Grabo, who is coming off a career worst season and costs $1.3 more than they can sign Bozak for. I think you can look at it as that as soon as Kadri proved his talent was for real, Grabovski was done, and that if Vinny had been interested in the Leafs, neither Boz nor Grabo would be back. The cap crunch they were in just sealed the deal. You don't have to agree with it, but there is logic there, and if Grabovski was 6'2" he would probably still be on the club. Bad year + small + expensive = gone.
The Clarkson deal was reflective of the strange summer market and a lot of recent signings are based on FAs squeezing the clubs for what an increased cap will allow in the future so the numbers look horrible now, but will be nothing unmanageable once the cap has a couple more years of growth. The player agents don't care about the club's problems this one year,they want to squeeze the market for what it can carry over the next few years.
I would not have paid Clarkson this kind of money either, but that was the tough guy budget that was being spent, not the top 6 center money. It would have gone for someone, this year or next. I would not have signed Bozak for 5 years because his skills are not that hard to replace, but there may have been another club out there and I think after ending the playoff drought they would be worried about too much turnover.