I think you will like the WSM.
Mine held temperature pretty good on day one and got even better with a few uses.
If a chimney starter is a gadget, I wholeheartedly recommend getting one. Mine is a no name from Home Depot.
As far as real gadgets I really like the Maverick, it is comforting to me to have the temperature alarms and I sleep better not worrying about the cooker running away or dieing in the night.
Cooking style is largely a matter of preference.
I have always cooked with a dry foiled water pan, the extremely easy clean up is well worth giving this a shot.
I have only used Kingsford blue charcoal, I like it, but there are others that feel strongly against it.
It's on sale at Walmart, Home Depot, and Lowes this weekend. I recommend buying some.
Have fun with the WSM.