Definitely watch the oil. When I used 20-50 for the summer temps my gearbox was virtually seized up trying to shift into 2nd at 10-15 mph. Sometimes it would be so bad I'd end up back at 0 mph and still be stuck in first. It was too weird. Back to 10-40 and everything was fine.
Popping a bike out of gear can be tricky, but with practice you should be able to learn to give it that tiny super-light tap and get it right most of the time. When I pull in our driveway and cruise it in 2nd I can pop it out of gear shut the bike off and roll into the shed 49 times out of 50. Every once in a while I pop into first. Practice!