No need to appologize. I am always weary of giving advice about winter climbs, so I need the most info I can get from someone. The route you have chosen is excellent, if it is a nice day, you should be able to grab Esther if you are feeling up to it. It is great that you are latching on to a few guys that already have some winter under their belt. I was actually going to suggest that you go with a party of 4 since this is the safest way to travel in the winter.
Other notes. You may also need snowshoes depending on what kind of winter we are having. Last year, there was no real need for snowshoes in November, but jus the year before that we had 3 feet of snow on the ground before Thanksgiving. So, if you look at trail conditions on this site, or spacifically ask the board for conditions the week before your trip, you should be in good shape. You can also call the Mountaineer in Keene Valley, and they should be able to tell you if there is ice. There is one cliff in particular that gets iced up, but it can be circumnavigated by taking the road if need be. Hope you have a great hike.
-percious