I try to do a trip or two each year into the Sierra in the late summer (mid or late Sept) or fall (latest so far has been mid-November). Many years these are my only Sierra trips. The cooler temps, fall colors and lack of bugs and crowds are all welcome.
So far I've been lucky and only had light snows on a couple of trips. My life is such that most of my trips come together with about a week's advance notice. From there, I watch the forecasts like a hawk and if things look good, then I go forward with the trip. If not, we cancel, postpone, or find a new drier destination. These late fall trips are short: 1-3 nights max. Any more than that and you're asking for trouble.
Parking or getting to trailheads can be tricky this time of year. I try to just get dropped off at a TH so I don't have to leave a car at a vulnerable location (to road closures). If I have to leave my rig, I make sure I have chains and a shovel in the truck. Thankfully, I haven't needed them to get out from a trip yet.