I am mostly done buying actual equipment, I mostly just buy ingredients. I find myself making my equipment more than buying it. It adds more "hobby" to home brewing for me to also make my equipment, and it can save me money. Built a 7 gallon electric brew kettle for about $120 and a chilling setup for about $130. Unfortunately, you can rarely buy the pieces at a home brew shop, I end up buying things at a hardware store or the occasional amazon purchase.
The last piece of equipment I bought from a home brew store were my 10 gallon mash tun and hot liquor tank (fermenters favorites "igloo" style cooler setups). Once you feel comfy in your setup and such, you sorta stop spending money. Maybe a few tweaks and gentle upgrades, but the big changes slow down eventually. That's the point, right? If you had to keep spending hundreds every time, it becomes much more expensive than just buying the beer from a liquor store. It's super fun and I love it, but not enough to spend hundreds every time.