VegasEQ fits most of your criteria as long as you don't mind bots.
http://vegaseq.com
Small pop but friendly players, PoP with QoL benefits. Not a gimme but not an endless grind. 2 box limit.
Does have bots and random drops on top of era accurate loot.
Finding a decent population server with those specifics is gonna be difficult, really only P99, TAKP and Wayfarer fit the bill.