skipping rotterdam and dubai is the smartest thing he has done, better to have a chance for semis in memphis than to go out in 2nd/3rd round against top4.
Ideally he will win Zagreb and Memphis, get into semis/finals of delray beach and get into the quarters of IW & Miami.
Realistically, he'll get into the semis of Zagreb, Memphis, Delray and lose in the 4th round of IW/Miami.
I forgot he will play Delray Beach.
There is no 4th round in Miami, that is quaters (64), while IW has 124 players.
You can't really predict anything about Cilic, he can loose whereever and whenever. I would say he will make atleast quaters in Zagreb, quaters in Memphis, semis in DB, 3rd round (skip first one) in IW and 2nd in Miami. With that results he would gain just 80 points more. Actually I think he will have some 200 or maybe even 300 points more.