I have to say that I've really been enjoying this mining tool. I know that there are comments about the payouts, etc. being a little lower than normal, but I feel like I'm paying for a lot of convenience. I've got Winminer running on several mining rigs atm and it allows some remote management tools that otherwise I wouldn't have, without paying for them. At this point, I can almost fully remotely manage my mining 'operation' and if that comes at the cost of a slightly (and honestly I do mean slightly) lower payout than alternatives, I'm OK with that.
Today was my first time experiencing the automatic client update as well. it was fully automated, painless, and everything came back up and started mining automatically. Pretty cool stuff. The only thing I'd say I'd recommend to the developers is some sort of auto-payout option. I.E. once my balance hits a certain threshold, it automatically pays out to a pre-configured address.