So brynn, how is it going?
I can understand your confusion, as i was only converting fully to linux after MS has stopped their support for XP around 2014. Before that, I had dual install of ubuntu 12.04 and XP, but was set up using WUBI (windows ubuntu installer) so it wasn't real dual boot experience. At that time what made me choose ubuntu unity over other distros, was simply because I thought it has many users and there's forum where i could ask questions in case i've stucked on something.
Although the review of the Unity was not that good in terms of it's UX, I sticked to it because it's the main DE for ubuntu at that time. That's why i did not even consider other derivatives including Mint or Zorin...LOL that was me using my "windows" mindset...
Since my system is very old, I changed to ubuntu MATE during the next LTS (2016) in the hope it could reduce the load a bit which turned out to be not much different. However, I satisfied with MATE and stayed with it until just recently when they announced there'll be no ISO installer for 32bit system in 2020 LTS. So, I was thinking since i'm gonna change distros sooner or later, I better do that early and this year LTS release seems to be the perfect timing.
NOTE*: LTS is long term support, mainly used by ubuntu to differentiate normal release (9 months support) with the 5 years support (3 years for other than gnome)
Trivia: All ubuntu based Mint releases are based on ubuntu LTS
Finally now I'm on Xubuntu, and i think i adapted to XFCE pretty quickly thanks to MATE. What i don't like about Xubuntu is the fact that there's no dedicated forum for it (other than having non-inspiring default theme..LOL). If not because of MATE's dev decision, i would have not moved to it..
On the other hand, what i like about it is the windows manager, XFWM that is quite friendly with my old system.
Sorry about the long and slightly off topic post, but my point is, it doesn't matter which distros you picked. There's always pros and cons, but linux is more user friendly than it was in 2000's era, so i think anyone could adapt to it easily. What stop people from using linux is normally either because of gaming, MS office, or their hardware not supported.
Another thing is, if you have a spare computer, it would be a nice idea to install linux alone there (so you can play around) without having to risk your main Windows computer. Or you could also use a virtual machine.
Last but not least, good luck!