Danny has done a great job of putting the Celtics in the position they stand today. They have been able to attract key free agents (Horford and Hayward), trade for an arguable top 10 player (Irving), and draft significant players (Tatum and Brown), while still having tradable assets. For Kawhi, I don't think it's a question if Danny can get a trade done. Will ownership give Danny the OK to move forward on a trade that has 4 max level players? Or does ownership say, we want Kawhi, but you have to trade either Irving, Hayward, or Horford?
Based on what I have heard in the past from Danny and Wyc, I believe they will go all in. It's not every year that a top 5 player in the world is made available. And when they do become available, you do your best to get a deal done. I believe Wyc said recently (Felger and Mazz interview), that when ownership got together to purchase the Celtics, their main concern was wining titles and money wouldn't get in the way. If Wyc feels a player deserves the money, he said he wouldn't be concerned about the luxury tax ramifications.