J. J.
I try to keep everything under roof if possible. Before I had ample machine sheds, some stuff had to set out. I'm not going to get into a long, drawn out running debate with you about pressure increase due to heat, etc. I just know that I don't have trouble with it. You can "take my word for it" if you like, or don't - your choice.
The reason to put it in float before disconnecting is to relieve ALL pressure from the hoses before disconnect. As we all know, if there is pressure on it when you disconnect, it's going to be there when you try to reconnect, unless you have a leak. And hoses will disconnect under pressure much more easily than they will reconnect under pressure.
Just watching for the "relax" in the hyd hose is a guess as to whether the pressure is completely off or not. When the hyd lever is in float, there is NO pressure on the hose. The reason to put lever in float before hookup is to make sure there's NO pressure on the tractor's scv before trying to reconnect.
Yes, I used to have trouble occasionally reconnecting until I actually sat down and read the manual for my field workhorse (JD 8100 MFWD) where it suggested to do the float thing to avoid the reconnect trouble. I have multiple hydraulic cylinders on my implements (27' folding field cultivator, 12 row semi-mounted vac planter, disk ripper, disk, batwing mower, moldboard plows, sickle mower, numerous hydraulic orbit motors, and a loader on the loader tractor that rarely comes off), and don't have problems. I have one old tractor that doesn't have a float position, and for that one I just turn off the tractor and release the hyd pressure with the lever before disconnect
What can I say? Just luck? Maybe the Deere engineers know something?