I wouldsuspect your 2360 is very similar to my 1850 so the three tricks I use are:
1) before putting the deck under the tractor make sure the PTO shaft telescopes smoothly. If it doesn't pull it apart and clean/ lube it until it does.
2) Make sure the male splines on the tractor are clean and free from mud, crud, etc.
3) Put the deck under the tractor approximately in position. Connect the PTO shaft and then attach the deck to the lift linkage.
By doing these three steps I found it is much easier and significantly less profanity required during the install.
As a side note: Can you rotate the gauge wheels on your 54" deck 90 degrees to help roll it out from under the tractor? If yes do they clear the lift linkage. Reason I ask is that on my 1850 I had to drill new holes to get the deck to clear the lift linkage. This also made the task much easier since it lowered the deck a couple of inches which equates to more arm room for attaching the PTO shaft.
Good luck
Roy