Let me say up front that I have had in-mast or main furling gear for the past fifteen years and I would have no other rig. I had main furling on a Hunter 380 and my present boat, a Hunter 27. I had problems at first with my H27 in furling the main and it turned out that the sail was improperly cut. Once it was re-cut it has worked effortlessly.
I would not have a boat without furling main and jib. However, I am seventy eight and do not wish to go forward to furl a traditional main nor fuss with a mainsail cover.
You question about, "Do you have to do everything just perfect...." is interesting. I'm not sure what perfect is. I know that it is recommended that you furl the main with the boom on the port side (or is it the other way around?) so that it furls nicely in the mast...however I never worry about furling the main--I just furl it when necessary. I do try to keep a little pressure on the outhaul as I furl to get a nice tight furl in the mast...but not always.
I really like furling mains in that I can reef to any degree that I want. I was sailing just the other day in thirty knots with only about a third of the main, maybe less, and the jib and having a great sail. So reefing is exceptional.
One suggestion: I am a proponent of the WinchRite (as sold on this web site), a battery operated winch driver. I can un-furl or furl both my sails with little or no effort. At my age this is a delight and the WinchRite has extended my sailing career for a few more years.
For your information, my H380 had a Selden mast and my present boat has a US Spar (French) mast. Both worked effortlessly for me.
I hope this helps.