I carry a S & W, 442 in a pocket holster most of the time when wearing shorts & tee shirt.
When I'm a little more dressed up I can carry my S & W, M & P, 9mm, compact in a DeSantis, Invisible Agent, IWB holster or in a Kangaroo holster.
In cold weather, wearing a coat, I can carry my fullsized S & W, M & P, 40 caliber or my S & W, SW9VE, Sigma in a slide holster or in the Invisible Agent holster.
I also have a Bersa Thunder 380 that I occasionally carry but not too often. Great little gun but limited, IMO.
My wife carries a S & W, 642, or a Walther, PPK/S, 380 or a Springfield 1911, 45 caliber, Micro Compact in her concealed carry purse or a belly band.
What I carry is dictated by the weather and what I'm wearing.

With a $1000.00 budget you have a lot of choices but remember to allow some of your budget for a good holster.