@Nick
Trust me I know and feel your pain. I can empathize with. I've had to sell countless items on eBay, do unspeakable things around my town, and sacrifice time and other sub-luxuries just to save a little money.
As for the retro computer stuff stuff, so far I've had to sell all my controllers (including my Wico stuff), various software packages, my project OS 3.9 ready Amiga 4000 motherboard, my Commodore 1981 3.5 drive, my RGB equipment. Two of my Atari 1050 disk drives (one of them even had one of those "smartdisk" chips), and one of my Amiga 4000 systems..
I'm still in debt. Really don't have much more now but to sell the rest of my Amiga software, my other Amiga 4000 with my PAR, my Amiga 2000 with the VLAB, my acoustic guitar, and my electric bass guitar (my truck is a necessity so that's not even on the list.)