how rich are you? :-)...anyway you will probably be roasting all day if you wore that particular combination...for skiing you can probably go with just one of the jackets you said, a baselayer, and a shell and that would keep you plenty warm, almost too warm...gore tex softshell is a warm material, and the hercules jacket is a very heavy weight layering piece/outer layer, just by themselves they can keep you warm but combining the two would be way too hotThanks, Cyrus. What type of shell would you recommend to go with a Hercules for resort skiing. I tend to the cold side. Am considering a Cloudveil Koven Plus as well as some Arc'teryx.If you want a reccomnedation on an Arc'teryx shell then ask another question adressing it to "BeeCee"...he seems to be an expert on all things arc, and lots of people ask him question directly and he promptly answers them...he would probably give you the best reccomdation. i love the look of the Sidewinder AR and am soon going to open a speperate bank account to save up for it, but thats basically just from an astetic standpoint...from a technical standpoint i would have to reccomend and eVent jacket, becasue since you are going to bundled up so much you need your shell to be able to breathe, and eVent breathes better than any other fabric, it is not very durable however, but that wont be a problem since you will just be skiing in the resort...also one more tip, when you have to elaborate on a question you should edit the question and not the answer, when you edit the question it reapears on a new question wall and greatley increases your chance of getting it answered, i came across this again by pure luck, but i would have seen it for sure if it appeared on the new question wall again