Thanks for the schooling! I've been messing with computers since the early 70's. I was writing code in C for Unix 5 in High School. I use both Macs and PCs. I find Macs easier and more convenient to use. I will only use a PC if I have to.
You know, back in my day, PCs just meant Personal Computer. It wasn't OS dependent. If it could perform tasks locally without having to hook up to a server/mainframe to perform tasks, it was a PC.
I guess that ad campaign during the 9x era really did work were people think somehow Macs aren't PCs.
As to ease of use, that will depends. After 3 wks my dad was willing to toss his brand new Mac and go back to Windows (which he did, I got the Mac and put Arch on it). It reminds me those that think DRAW is easier then Ai. It all depends on what you are used to and how willing you are for change.
The Mac ecosystem can be a blessing and a curse. While I don't like the direction Windows is going, I don't like the direction that OSX is going as well. Neither one are what they used to be in my mind.
As a graphic designer, I spend at least four hours a day staring at a monitor. I also use a computer for everything from project management to banking. I also spend a few hours a day researching, reading, and just goofing off with a computer. I might spend 2500 hours a year staring at a monitor. I figure the Mac saves me maybe a half hour a day (or about $10k annually at $50/hr.).
With the way Win 10 is going, I actually do agree with just about any other OS saving time (which equates to money).
But having said that, even Mac isn't devoid of it's updating issues (SU issue during the release of High Sierra and I think a couple of App Store breakages as well, while trying to fix the SU issue).
They all have their foibles, trying to switch from one OS to another may just be too time consuming/difficult/whatever issue.
I too spend a lot of time at the computer. I actually just like messing with them as well. Probably the reason why I've started to gravitate to the Linux OS compared to the others. Have far more control and ease of use is far greater then it used to be (despite the common misconception that it still isn't).
Since the OP is wanting to run Flexi though, especially if keeping the legacy version (hope the OP has the dongle version), if the OP goes Mac, going to need to run a VM. That doubles the resource requirements (when it comes to VMs, I would rather have it and not need it, then need it and not have it, why I run computers with xeon processors and ECC ram when VMing).
Unless the OP is lucky enough to get WINE (or CrossOver (commercial version)) to work. Which is typically iffy on dongle Windows software. And I don't know if it's High Sierra compatible yet.