@shansterable @PurpleJillybeans I'd recommend installing Linux on a second computer as first step without disturbing your current one if you can. Then do your best to use just the Linux computer until you encounter a show-stopper (where what you want to do is impossible, not merely a bit inconvenient or complicated). As for you question about maintenance: I think Linux is vastly more maintable than WIndows. You won't have throngs in inst IT dpts paid to help you, but some will, gladly!
@shansterable @PurpleJillybeans many of your familiar apps won't be available on Linux, but most (nearly all) will have analogous apps that will do the same thing. Just remember that the latter #libre apps have achieved their current state of capability despite having ~$0 market budgets and having perhaps 1/10000th invested in them vs. MSFT & other proprietary software. It's overwhelming how good that software is, built by dedicated individuals, & generously made available to all!