We live like that as well, not because of bankruptcy etc. Just that we are keeping thing slim. My current setup works for us doing our work moving forward. I do want to try MacOS. I do want to see what the other side is like now that its more modern. I hated the os before, and hate how somethings work. But other things intrigue me. Maybe I will keep my current dell systems for work and try a base model mac. They are affordable for me, and keep my windows systems for heavy lifting of work tasks.There is a virtue that comes from working with limited income that is not supplemented by credit or loans of any kind. I have to think very hard for a long time about my purchases and I have next to never regretted a purchase in the last 10 years for this reason. I have had to return some machines, but mostly due to unexpected issues instead of buyers' remorse.
I do not use my line of credit that was made available to me after my bankruptcy was relieved and it is so liberating. That bankruptcy came about largely due to misuse of credit (combined with economic disaster in my sector in 2008) and I love being debt-free. Every month I come out clean. I don't get new toys very often, but I can live with that. I buy what I need.
There were many 'flip flopping' moments for me back when, I would be buying new monitors and computers while the old ones were still being shipped out for returns, kind of like the OP's situation was. All that did was add stress keeping track of all these packages and what I need to box up and label. Nowadays I am not fussed with it...
If i find I start using a mac more than my windows systems and I feel I want to use them for my work and it would be a benefit, I may go that route. I do have a hard time justifying laying out a crap ton of money for something I won't like. I know the best thing would be setup a hackintosh and use that to try...but that's alot of messing around I don't want to get into. If I could find a used mini for 3-400 bucks that could run current MacOS I would be interested in that too.
It's all fun! I do not crap on anyone for what they choose to use, I crap on the companies who make things with wild costs for minimal upgrades (no matter what the brand/logo).