Who adds what?
Joined: Jul. 2017
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I'm not sure you can get assets back for Condon and Domingue at their current cap hits, but it shouldn't cost more than a 6th or 7th to trade one to a team like Fla, CBJ, or Col, where they have a chance to play NHL backup this year. Schenn cleared waivers last fall and would have no buried cap hit. Rutta probably would not clear waivers, but if he does, pair him with a 4th and ship him to Winnipeg. 23 players is a luxury. No bonus overages is a luxury.
The Cap situation next summer is that Tampa will have to trade any two of Point, Sergachev, Vasilevsky, or Kucherov.
Tampa can give Point a choice between 10.5Mx6 with no NTC, or cheap bridge with an NMC, if he wants to guarantee he stays in Tampa a little longer, like Shattenkirk and Killorn. He can do what he wants, but his agent will probably advise him to sign a big long term contract and accept the likelihood that he has to move next summer, unless he can convince the team that he's somehow more essential, long term, than Kucherov.
The simpler solution would be to trade Point now for picks and prospects.