Lots of experience on both Di2 Ultegra and DA 9000. Worth keeping in mind that the new Ui2 is much neater and smaller than the previous 10 speed stuff. Mech’s are (IMO) much nicer to look at and lighter to boot. I also think the levers are a nicer shape than the mechanical ones, just feel more compact.
In use, once you get used to the feel of Di2 I think its actually better. I still have a bit of mechanical sympathy when it comes to non-di2 stuff, ease off the pedals a bit and so on even though I’m not sure its necessary. With the Di2 stuff, literally just hit the button and keep the power on. As I said, you could probably do this just as much on DA but to me it just feels a bit wrong. I’ve not found winter gloves to cause issues, but I use a pair of quite thin Castelli ones, maybe with the lobster type mitts it’s more of an issue?
Reliability wise, I’ve had the Di2 stuff on my winter bike for about 5k miles now and I’ve not touched it, and its only needed charging once. Definitely a convert, given a choice I’d go electric every time.