Rocco needs to get his team prepared sufficiently for each of these opponents, regardless of how talented each team might be. This team struggles to beat the ****ing Rangers. If we can't beat the Rangers, no win against any of the five teams you listed is guaranteed. I think the Twins can win 2 of 3 against Boston, 5-6 of 9 against Chicago, 4 against Cleveland, and maybe 2-3 of 7 combined against Houston and New York. I'd be surprised if it's much more than that, but I wouldn't be if it's less than that.