The project that would later come to be known as Contagion Press started out after one of us had already made one book (i.e. one title, at a run of about 100 copies) using other people's equipment, dancing around between 2 or 3 different cities to get the pieces together into the finished object. I had also briefly apprenticed at a real print shop. So we had learned a thing or two. Anyway, we started out with a pile of equipment that we bought off a friend who was trying to move/downsize/drop it in someone's lap and get some money in return. Basically all of it turned out to be mistakes. So did about 80% of what we got while trying to fix those mistakes.
Over the years, we have tried almost everything, and we eventually slid toward a set of equipment that is roughly equivalent to the Open Distro equipment guide at the "bonnot gang member" level. Our considerations for upgrades have been varied (but maybe only variations on a theme?). Trying to get a new release out the night before the big book fair while some cheap table top cutter is literally tearing itself into tiny metal shreds on the table in front of you is a real motivating factor to make some life changes. So is standing in front of the printer waiting for it to jam (which it will reliably do every 1 to 3 pages), then spending a minute or so clearing it, and rinsing and repeating for tens of thousands of pages. Or recruiting your friend into walking in circles around the kitchen table for hours to hand collate fifty thousand sheets of paper. Or trimming a run of a thousand books and finding out part way through the new Riso's registration is so out of whack that thirty percent of the books have pages with text cut off. Or hearing the crunching sound of a paper collator taking about two seconds to turn hours of your hard work into a trip to the recycling bin. Or seeing your friends stay up late melting PVE on your kitchen stove because your cheap binder is putting out decent books only forty percent of the time (and that 40% is the good result, achievable only if you know how to touch it just right and remember to sing to it sweetly before pushing the button each time). Or not being able to sleep at night after staying up printing until 2am because your body is frantically trying to shed all the toxins it's been absorbing and your asthma is coming back for the first time in ten years. I could go on and on...
Ah, innocence. Ah, experience.
Hope that helps.