Wow your have experienced some scope creep. Too much to go over in detail, but here are some suggestions:
Boots - everyone knows GTX is not good footwear. Lowa Banff's are sturdier too.
Where's the fishing gear?
Aluminum pot? - might have lead in them if made overseas. MSR makes a nice stainless steel set that is reminiscent of the old Sigg Tourist design. You need a fry pan for the fish. Coleman makes some nice cast iron ones. You might want to get rid off all this cooking stuff and get a real Dutch oven.
Bivy - seems to be missing.
Fox40 whistle - I think they are all made from plastic. Might break or melt in your campfire. Take a look at the Markwort Nickel Plated whistle with lanyard.
Plastic trowel - these can break. Go with the iPood metal trowel. The handle is a compartment to hold a small roll of toilet paper. You can save the weight of the bag you are currently using to transport your TP.
1st Aid Kit - you seem to be missing some items. Suggest you look into an Adventure Mountain Medic kit. Might also want to consider the Adventure Suture Syringe Kit just in case.
How are you going to take a shower? Take a look at the Seattle Sports 5 gallon Camp Shower, or better yet, the Coleman Hot Water on Demand LPG shower.
Colt 1911? - YOU GOTTA BE KIDDING. Those things weigh around 40 oz. Get a Beretta Px4 Special Duty (savings = 12 oz).
Spotting scope AND binoculars? - Redundant. Get a Orion BT100 Premium Binocular Telescope, with an assortment of eye pieces. The tripod can do multiple duty as a dutch oven hanger.
Nalgene - plastic? Might break or crack. Recommend a blanket covered stainless steel canteen. You won't need water pockets, the heavy duty canvas strap will let you hang it from your pack. The beauty of the blanket cover is that when wetted, the evaporation will keep your water cool. Don't accept a felt cover, wool is better.
I don't have time to review the rest, but I think your back is too small. If you get a Gregory Denali Pro105, you can use it for winter and mountaineering. Dual use. A large is 7,000 cu in.