What do you use iTunes for? That stood out to me.
Also Chrome works fine on Linux, though Firefox is a better browser even on Windows.
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Linux is a family of open source Unix-like operating systems based on the Linux kernel, an operating system kernel first released on September 17, 1991 by Linus Torvalds. Linux is typically packaged in a Linux distribution (or distro for short).
Distributions include the Linux kernel and supporting system software and libraries, many of which are provided by the GNU Project. Many Linux distributions use the word "Linux" in their name, but the Free Software Foundation uses the name GNU/Linux to emphasize the importance of GNU software, causing some controversy.
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What do you use iTunes for? That stood out to me.
Also Chrome works fine on Linux, though Firefox is a better browser even on Windows.
Fooyin's a really good alternative and if you can flash Rockbox onto an older iPod that supports that custom firmware, then it'll just function as a normal external drive, no iTunes sync needed unlike with stock Apple firmware.
If you have nothing to lose, ie. if you don't play anything with anticheat or you don't use any productivity software with crazy DRM platform-locking you into Windows, do it, switch over.
The bulk of all games will run in Proton or even vanilla WINE now and the minority that's platform-locked into Windows is anything that uses kernel-level anticheat, if you only play single-player games or even virtual board games like Civilization, those will broadly work fine in WINE/Proton and even in the case of the aforementioned Civilization, those games starting from Civ5 onward even have native Linux ports, but the Windows versions tend to perform better in Proton, and as for productivity software, there's plenty of alternatives to things like Maya, Photoshop, Lightroom, or Premiere/AfterEffects to choose from that isn't platform-locked anywhere, eg. Blender as a Maya alternative, Krita or GIMP as a Photoshop alternative, RawTherapee or Darktable as a Lightroom alternative, and KdenLive or Davinci Resolve as a Premiere/AfterEffects alternative.
Oh, and as for Illustrator, you have Inkscape as an alternative, and for Paint Tool SAI, you got MyPaint as an alternative.
As for a good distro to get you started, Debian or OpenSUSE seem pretty solid for beginners, and Debian Stable at least has a backports repo for newer software, and there's also ChimeraOS if you're building your PC into a games console.
Also, if you're looking for a good Foobar2k or iTunes alternative, Fooyin is great for that, and Whipper's a good CD ripper and basically an open Exact Audio Copy clone, although it's text-based. You could also use CUERipper in WINE as another good open alternative to Exact Audio Copy, which is proprietary. CUETools will work fine in Mono as well.
Linux mint is great
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Just here to recommend Zorin OS, in case Mint doesn't work out.
Gmail is web-based, you can use it with Firefox. For that matter Linux doesn't bind you to Firefox either, you can use Chrome and other browsers. I never used office 360 or Libre, I just use google docs.
AMD DRIVERS - Linux's built in drivers
Chrome - Chrome
gmail - gmail
Office 360 - Office 360 (web)
Norton - You don't need such piece of adware in Linux
Py-charm - py-charm
Star citizen - Star citizen though steam
VPN - Proton VPN (my suggestion)
Windows 10 - Fedora KDE
My suggestions if you want a smoother transition, repeated ones have Linux versions
Maybe add Only Office.