I'll be 44 next month, so I guess I'm somewhere in the middle generationally. I know for a fact that gear makes a difference. If you don't think so, I'll take you out to hunt geese in Lubbock, Texas. (About the windiest place on planet earth). You bring your old camo jacket and cotton long johns, I'll wear my Sitka and let's see who kills more birds. After working up a lather putting out 300 dekes into frozen ground, then go lay perfectly still on the dirt for 5 hours in that wind... If you don't have the gear you will be back in the truck.
That's how I got to know Sitka gear. I thought it was overpriced designer camo. Until I wore it. Now, if you ask my wife she'll tell you that I own every piece of clothing Sitka makes. I also own a lot of gear from kifaru, a spotter, Swaro binos, etc. etc. I've hunted since I was 6, but I'm relatively new to elk hunting. Elk hunting is hard. Since you can't rely on luck, when you don't have experience you have to rely on gear (and Internet knowledge) to gain an edge. But once you do have experience-then using the best gear isn't as critical - but it sure is nice.
3 buddies from work were giving me a hard time the other day about how much camo I have and the "thousands of dollars" I've spent on gear. I pointed out that each of them owned a bass boat, so I'm still ahead of them by at least $50k!
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