Fun ... Assume for mine that all are quality items (Ie, no coglan's and very little Gerber)
1) fixed knife - benchmade or mora
2) folding multi tool - leatherman or SOG
3) Internal frame large pack (ie, > 3000 cubic inches) I like Kelty, but there are plenty of good options
4) Day pack - ditto above
5) Food (either MRI, mountain house, survival bars, etc)
6) FAK - something in the AMK 1-3 day range
7) Sleeping bag - synthetic, local specific (ie, 20 degree bag for me)
8) Sleeping pad
9) rope
10) GPS
11) SPOT or PRB
12) maps? Maybe a printer to make custom maps from software
13) light of some sort. Probably a multi level LED headlamp
14) Canteen, Nalgene-type. I hate water bladders
15) Rain gear - Marmot, Outdoor Research, North face or similar
16) Compass - Silva is my preferred brand

I'll have to think hard for the rest ...