The reason for this is to keep most of the gas milage of the stock setup(and less temp/weather sensitive) while giving myself a good chunk of HP boost (7-9?).
I see your point, but your weather sensitivity is curred by richening the mixture, which also, lowers milage. In other words, you can't have your cake and eat it too. Knowing that you willl take a milage hit whether you get a jet kit or make your own kit, I interpret your question as how to minimize milage loss as you increase power/ decrease weather sensitiivity.
If I was in your shoes, I would shim the needles with 1 shim and turn out my mixture screws 3 or 3 1/2. IMO, the minute you decide to start swaping jets and drilling holes in your box, you should get a kit from dale or ivans. Unless you WANT to spend years perfecting your mixtures at different throttle positions, which you might as a hobby I don't know, buying one of their kits is the way to go.
I remember when I first got my Ivans kit, I was very impressed with the shape of the needles, after talking with the guy at Ivans I realized how much time and effort they put into their product. I've heard the same thing for Dale of course.
As far as going with 3 or 4 shims, that seem WAY out of control. I wouldn't recommend going above 2. As I tried two for a while, and I was fouling plugs, and getting worse milage. And this was with a exhaust that had no baffles.
If you are after 7-9hp, that's about what I got out of my stage 1, maybe a bit more, but when you start talking about 1 or 2 hp increase versus 1 or 2 miles per gallon, you are talking about fine tuning that may or may not be achieved. What I mean by this is, you might be right on the money for a month during the summer, and then when fall hits the cold air throws your setup a bit out of wack, and your a few mpg from your desired...
So my take home message, IMO of course, is get a jet kit, these suckers dont' have FI (someday...
) so real fine tuning isn't practical unless you are racing or you simply love to pull off your carbs and smell like gas. The chicks do dig it, like a colon almostl. But I digress, a stage 1 kit doesn't make that much different in milage, and the milage you do loose will be returned 10 fold in the way your bike performs.
My $.02. Hopefully they weren't 2 cents you already had in your pocket, but I tried.
-j