Dave, Win pro or Win home - just find comparison side-by-side list on line, you'll have everything plainly laid out.
To your question: no, you dont need Wine, TOS runs directly in Linux.
I back everything Jim said abut Linux. I'd suggest Mint. This is Ubuntu based distro and is of vanilla kind. That means it will be easiest to switch for Windows user. If you can you may setup look and behavior of Linux to match Windows. Just be aware that Linux is not Windows. There are differences that might be annoying for Win user but also there is much more open possibilities. You should lean basics but even if you are not willing to do so, Linux will offer you much more out of the box, even if you are not aware of it. This is especially true about security; people usually don't care about security (even if they say they do) Linux is much more secure out of the box (just don't to stupid things) but even Linux is not completely waterproof.
Big downsides for trader are lack of rtd mechanism in Open Office (this is strictly related to security) and no commercial backtesting software for Linux, both ONE an OV have only Win versions to my knowledge. You don't want to use Wine (again - security reasons), you use virtual machine for example VrtualBox - if you have SSD there is no problem whatsoever, with HDD, waiting for windows to start up is pretty annoying.
You can use Virtual Box on Windows to install and play with Linux or you can just prepare flash drive with Linux (easy to do) boot computer from this drive and take a look this way. Eventually you probably will install Linux along Windows... and you will forgot about Windows altogether
I suggest Mint but you can go with Ubuntu, RedHat, Fedora, Suse... whatever you want, even may try Arch
. I heard that Elementary is very good too.
Now, if you decide for Mint there are many windows managers it comes with. Windows managers are generally speaking GUI for system - in Windows you have only one option, so there is no confusion (and no choice), with Linux there are many options. Standard is Cinamon, very good one especially for modern computers, there is KDE where you have so many options that you have to spend a year to learn it alone (exaggerating a bit). There are others like Mate and Xfce - very neat and robust window managers that are said to be for old computers (very low requirements for CPU and Mem) but I use Xfce for years and have no need for whistles and blowers - this is personal preference.
So if you are about to spend time with new machine I strongly suggest to give Linux a try - this is optimal time to do so (if you know for sure, you can save couple bucks buying rig without any operating system).
Good luck.