Rather than trying to muck with dual booting, I would recommend picking up a Lenovo T430S or better laptop on Amazon from around 150.00-500.00. Lenovo ThinkPad T series laptops are incredibly well supported by Linux. Then install Linux Mint. This is a great way to get started with a low barrier to entry. As you get better, you can start tinkering with the innards. By getting a cheap spare machine with which to learn Linux on, it will be the least disruptive to you.

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Pop OS is a good beginner friendly Linux distro. Like Ubuntu, it is also debian based. This would make it easier to get used to for you since you have some experience with Ubuntu.

I’m a middle-aged truck driver. I’ve been using Linux Mint (Cinnamon) now for about seven years as my only operating system (without dual booting) since Windows XP Pro became totally obsolete. Granted, I’m a hobbyist programmer and lifelong computer enthusiast. However, there are definitely some easy to install and use distros out there these days.

Dual booting can be problematic. Windows is the most retarded OS ever which sometimes decides to overwrite boot partition.
FOr trying out stuff, you van install Linux as a virtual machine. Check there if your sw works there and is available.

General tips:

• Don’t look for Linux versions of the Windows software you use. Instead look for software that fulfils the same purpose.
• If you’re cutting-and-pasting a lot of stuff from those articles, give yourself a check on what those things actually do. See it as a small investment of time to economise time later on, as you’ll rely less and less on those articles.
• Stick to popular distros. And for the desktop environment (DE), use whatever works for you.
• Keep it easy. It’s fine if you need to log into Windows once in a while, but over time you’ll notice yourself doing it less and less.

Kubuntu or Mint are great distro’s to begin with when starting your linux journey. It’s good to know down the road these should really be moved on from, but they’re great to get the ball rollin for sure!

Not a pro take here … but when I was playing with various distros back in early 2001-03 I favoured Ubuntu, simply because it was the most user friendly (still have an old laptop duel-booted with it).

distrowatch.com is a good place to look around and check out what’s new and true to your needs.

The old-style web page is the same as it was in 2001; brings back good memories. :)

I would go from the bottom up instead of top down.

Make a list of software and tools you use, and search for functional Linux native equivalents. Then find the distro that supports up to date versions of that software (through flatpak or the package manager).

You can honestly do 100% of this without even touching the command line if you choose something user friendly like Mint, Pop OS, Ubuntu, or Fedora. Don’t fall into the rabbit hole of finding the perfect distro. Go from what you need to what supports it.

keep the windows partition around for a while until you are 100% confident you can fully make the switch.

You’ve had some good advice here already, all I’d add is that you should install the package tldr as it’s a very noob-friendly accessible version of man pages (the manuals which come with every piece of software on Linux).

I would suggest Linux Mint Cinnamon. It’s very Windows like, and just works. It’s a great distro to get started. I started on it, and many others have. Non-techy relatives really took to it also.

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As an alternative (and since you need to keep Windows running for now), have you considered downloading VirtualBox and installing linux thee on your desktop? There’s a couple of really good reasons behind this… First off, you don’t have to mess with switching back and forth when dual-booting, but it also gives you the ability to play with some different distributions and find something that feels more comfortable without having to trash a machine and continuously starting over. You can even load up multiple distros at the same time on your Windows desktop and compare them.

Now for really getting going with linux… It’s easier if you don’t expect yourself to figure it all out at once. Pick a daily task, like reading your email. Maybe you already use something like Thunderbird, so that’s an easy switch. Just shut it down on Windows and start using the linux screen for this every time. Web browsing might also be an easy switch, and you already mentioned you use Gimp. Have you played around with different desktops yet? With linux you can install several and select one of them when you log in, so maybe try KDE, Gnome, or Mate (this one is my favorite because it’s fairly light on my older system but still lets me configure a lot). What else can you dive in to? How about configuring your login screen for different options like showing available users or automatically signing you in when you boot up the linux system in virtualbox? There’s a lot of configuration you can do by editing files in the /etc/ folder so it pays to get familiar with that aspect of things.

Once you think maybe you found a distro or desktop you like, consider what other things you can do to really start getting familiar with linux. You could change your default shell, or your default command line editor. What about setting up a local DNS cache or maybe your own email relay? Maybe even set up your own web server and database, and use them to develop web pages locally. The point is, once you realize there’s no limitations in what you now have available to you, your brain starts thinking about all the things you could do – and that’s where you really start learning how to work with linux. Sure you need to use online guides the first time you set up a web server or something else. Sure you’ll have to continue to rely on the web for some time, but as you work through various projects you’ll start to remember where you found things, and you’ll start to see how they connect to other things, and one day that thing you’ve been re-typing from your notes suddenly clicks and you understand WHAT that thing was actually doing.

It’s never an easy process to start something new. The first time somebody gave me a bunch of old PC parts and I powered up a machine on my waterbed, I looked at the blinking cursor and thought “now what?” (Yeah he didn’t even give me a DOS boot floppy!) But here we are thirty-some years later and I’m running servers, troubleshooting multiple operating systems at work, and doing pretty much anything I want. Linux was a complete change of gears but it was totally worth taking the time to figure it out, you just need to work on one piece at a time.

This may not work for everyone, but the only way to truly embrace Linux was to wipe the windows partition and start using Linux. That’s it, you no longer have to option to run back to your dual booted Windows if shit doesnt work. You sit down and figure it out.

My advice is to restart with Arch (I use Arch btw). Not Manjaro, I’m talking Arch.

I think using/installing Arch as well as its barebones nature FORCES you to understand how Linux works differently than Windows with concepts like root, bootloader, terminal emulation, and disk partitioning, just to give you some examples. At the same time, Arch has excellent documentation, a great package manager in pacman, and rolling release model that greatly simplifies maintainance during daily use so you can tune it to exactly how you want it.

I believe doing it the hard way at first will make it easier for you in the long run if you really want to understand Linux, and Arch is just the right amount of difficult to make you learn Linux, whereas Gentoo would be too hard and you don’t learn enough from using Ubuntu/Debian/Mint.

But yeah, if you just want to use something that works well out of the box, then Ubuntu is great, there’s nothing wrong with using the more user friendly distros.