When I started hunting I used mostly cheap gear and clothing and over time have been able to upgrade to mid-range to higher end gear 1-2 items a year.
I still wear (mostly)cheap camo shirts, and it works just fine. Old Cabelas jacket I got for 60$ on sale I still use on most trips. Optics, no Swarovski yet, just Leuphold and Redfield.
My Alps tent cost 150$ and I love it. Cabelas pack cost $120 I think. Still use both of them. Basic Remington rifle was on sale, finally upgraded the scope after a couple years.
I have a nice pair of boots and good socks, I don't go cheap on those anymore.
Finally got a pair of First Lite pants and I can already tell they will be very nice to have going forward. But my cotton pants worked fine in the past, as long I didn't sweat them out too bad in cold weather unless I had a dry pair to change into.