I say keep what you've got till it breaks and then replace it with something better. I'm originally from a backpacking background so for me it's all about durable gear that's lightweight. I like to be able to use my gear for Overlanding and backpacking so for a tent we use an rei half dome 2, for sleeping its just sleeping bags and pads, and our kitchen kit is usually a MSR whisperlite and some backpacking pots and mugs.
We've been increasing size in some aspects though such as a partner stove and collapsible chairs for when we camp from the car. It's clear that you've already got a lot of gear so just keep running it and buy quality stuff the next time around. Believe it or not but I've got a Colman sleeping bag that's at least 15 years old that still works fine so it's my loaner. If anything get yourself a fridge, it's on my short list and is a deflate upgrade from a cooler.