When did you get rid of your basic boots?

I still wear my basic boots, They've never caused me any problems. I never get blisters when rucking and I don't have much pain in my feet wearing them in my day to day. I've never owned a pair of shoes that cost more then $50! I cannot fathom spending over $100 for boots when the ones I have are perfectly fine! All my buddies keep telling me to get new boots and that it's worth it long term but I really have no problems with my current boots. If I could find an affordable good brand of boots then maybe I'd make the switch... Until then, I'mma stick to my basic 1's

Any recs?