IMHO two critical items are boots and outter wear.
Outter wear is usually a jacket and I think it is as critical as a good boot.
I want my boot and jacket to fit well and be comfortable for long hunts. I want them both to be waterproof (not water resistanat) and breath to let out sweat to keep me dry.
I would not think twice about paying $200 for a good boot or good outter wear as they will last for many years.