I grew up in the woods, lived right next to a national park, always hiking, but make a piss-poor hiker to talk about. Never much gear, don't do much overnight since the idea abhors my otherwise outdoorsy wife. Something about hot showers I guess. We did do an overnight up Mt. Leconte in the Smokies this year, cheating since there is a rustic lodge up there. Pretty cool place to stay. Bears every damned place. Overnight by myself usually involves hunting, not too picky on gear there either, last time I chopped some pine boughs down with my big freakin' knife, laid down, blanket over the legs, and snug in my Carhartt jacket. That's good for me unless it gets below 20 deg.
Right now cold weather gear is my weakness, I need a windproof face sock or head wrap, and some waterproof pants. I've always had high quality jackets, ignore my legs. Lemme tell you, cross a stream 6-20 times in jeans when it is about 30 out and you become cold.