There could be several things coming into play, all mentioned here, in prior posts.
Any time you have issues with clutch disengagement, immediately check your fluid. Any discoloration besides a 'weak tea' appearance, change your fluid, and
be sure to bleed the system thoroughly! I cannot emphasize how-important proper bleeding is. I don't perform the old-fashioned bleed anymore. I only do it by
reverse-bleeding. Some reading:
http://www.vmaxforum.net/showthread.php?t=31061&highlight=reverse+bleeding
http://www.vmaxforum.net/showthread.php?t=38672&highlight=reverse+bleeding
http://www.vmaxforum.net/showthread.php?t=39161&highlight=reverse+bleeding
http://www.vmaxforum.net/showthread.php?t=39936&highlight=reverse+bleeding
As to the side stand engine cutoff switch, usually a bit of WD-40 on the shaft, and working the shaft in & out
fully will get it to return to normal functionality. The problem lies in the switch shaft binding-up because of corrosion, and sticking in the
turn engine off position. Or, as has been mentioned you can unplug it.
Cold oil can cause a transmission/clutch to drag. The congealed oil sitting in the spaces between the clutch friction discs & 'steelies' isn't fluid enough to allow the inner clutch drum on-which the 'steelies' fit to allow independent movement of the clutch basket on-which the friction discs insert, with their exterior circumferential tabs. The result is, when you first start the bike on a cold day, and put it into gear, the bike 'lurches' forward, despite the clutch being pulled-in, or even if the bike is left in neutral for start-up. Usually this is enough to allow the clutch pack to get functioning normally, and re-starting the bike with the now broken-free clutch pack members will allow normal clutch function.
Years-ago, I had a Kawasaki Mach III, the notorious 500 cc two-stroke triple known as a 'widowmaker' because of its peaky powerband, lousy brakes (mine was the drum front brake model they ran for the first 3 years 1969-'71) and too-far to the rear engine placement in the frame, causing wheelies in several gears when the bike 'came-on the (exhaust) pipe', especially when sporting a passenger. I installed a Barnett clutch, and that would
always stall on the first clutch engagement of the day. After that, it would work fine. The oil just needed to move enough to 'un-stick' the clutch pack.
Another thing to be aware-of, some members running aftermarket levers or clutch master cylinders have found issues with the length of the actuating rod which pushes the clutch master cyl piston to actuate the clutch. Some have drilled the hole in the clutch handle a bit deeper, some have ground-off a bit from the pushrod length. This would come to light because the clutch would slip a bit because the clutch was partially-disengaged because the aftermarket part would allow partial pressure on the master cyl piston.
So, there are a number of reasons for things to happen, and you should investigate them, each in-turn, and evaluating after each attempt, until you find 'the cure.' Then post your results to add to the knowledge meta-database that lies here at the forum, to benefit others.