Hopefully this helps figure out what to get a guy who's reportedly really tough to shop for. I put the prices on there in case it helps to see what will better fit your budget. I provided links if you just want to shop it up online.
Coleman Xtreme Wheeled Cooler--$75. I have one without the wheels and it's a nice cooler. Would like one with wheels so that I can "audios" our wheeled cooler that struggles to keep ice in January.
Wool Mittens (Extreme Warm)--$66. Size 8. Now I know why my Grandpa moved his family from Brainerd, MN to Sarasota, FL, when he was in his early 40's. That's about when I started noticing I couldn't keep my hands warm in regular gloves while scraping the frost off the windshield anymore. Wool mittens can still keep me comfy, though.
Choppers--$28. Size XL. I'd never have believed you if you'd have told me when I was a kid that I would be asking for choppers for Christmas--I thought these were the most uncool form of hand warming ever. Yet here I am, hoping a get a pair for Christmas so that my hands stay warm . . .
Duluth Trading Company Carpenter Pants--$65. Size 34"x32", Color Desert Khaki. Yep, there are less expensive pants out there, but these things are so comfortable, and have pockets for a few tools--perfect for my job.
Alaska Game Bags--$40. I have had good luck with these, but a similar game bag product will work, as well. I don't need anything fancier, as the game bags that I put game quarters in and leave at the processor, I don't get (or want) back. Most sporting goods stores that sell hunting stuff will have these if you don't want to get them online.
Merino Wool Socks--$20. Size XL for a 12.5 or so foot. I received some of these for Christmas a couple of years back and love the feel and comfort. I wear a size 12 street shoe if that helps on the sizing. More Options . . .
Books--purely for entertainment's sake, new from Amazon or a store or used--I truly don't have a preference . . . here's the list:
The Third Option, Vince Flynn--$9 (used).
Separation of Power, Vince Flynn--$9 (used).
Seal Survival Guide--$14.38
Dremel Tools--my dremel lets me do some cool things in the garage, around the house and gets me out of some tight spots.
Cutting Wheel--$11.20 (can use more than one set)
Grinding Stone--$2.97 (can use multiple)
Multi-Purpose Cutting Kit--$11.99
Woods Survival Kit--$30. Handy to have for spending time in the woods if things don't go as planned.
Limbsaver AirTech Recoil Pad--$33.90. Need a 10808 model for a Remmington 700 with a wood stock.
Ski Socks. Thin please. Size 12. Not particular on the material, but smart wool (or merino wool) is pretty nice. Thanks!
Motorcycle Tail Rack--$138. Tail rack for my dualsport bike.