I wear heavy-ish cotton socks a lot, but when I was on my feet all day, either hiking in the mountains or working construction/carpentry, Id wear wool socks regardless of the temps. They cushion the feet better. I used to get my dads leftover heavy (Wilson?) wool athletic socks, then started buying the merino wool socks at costco. They were brownish and greyish, with whatever the costco brand name was. They are very good socks and hold up well. The Spenco impact insoles also help, the ones with the gel in the heal area being best. Quality boots far outlast cheap ones and are generally more comfortable once broken in. The Hathron smoke jumper, a logger type have been the best boots ive ever owned and m able to wear them all day on my feet and my feet done hurt at the end of the day. I even wear them with shorts (Carhartt of course) to protect my feet in the thorny country I live in.
I mostly wear Carhartt pants, they wear like iron, vastly longer than jeans, and have extra pockets on the legs I use a lot. I keep a small flashlight in the left leg pocket, and ive never lost a light so carried, which is nice when you like high quality lights like Surefires. The right leg pocket gets pens, clip knife (detest carrying a clip knife in a regular pocket) and various odds and ends that fit when needed.
A good quality oilskin jacket makes very good rain gear, I have one by Australian Outback that Ive had over 30 years and its not been an easy 30 years. Its finally getting to the point that repairing it isnt helping, the fabric is starting to wear through in too many places. A good quality beaver felt hat (mine is a Stetson, but theres other good makers) is good rain and snow protection. I dont like wearing it in the sun, they are hot, and I generally just dont like wearing hats unless Im getting rained or snowed on.
I use the edge safety/sunglasses. Very reasonable price, good clarity and very good protection, they meet the ballistics protection req of the .mil. They didnt meet some other part of the testing, but Im OK with that for the price point and overall quality. Blue or red mirror, depending on mood and whats handy at the moment. Clear ones are good for grinding and saw use, and riding the motorcycle at night.