Gene, Here is my reasonable take on this based on my more than 15 years of in depth experience not only of windows, but also other major operating systems.
First, windows is a terrible product in any itteration. There isn't a single thing windows does better than other operating systems except for arketecture support. It's the most expensive operating system to implement if you remove hardware from the equation. Windows supports cheeper hardware than the competition but that doesn't negate the fact that windows itself is the highest priced operating system on the market. Windows is also more expensive to maintain. In fact, an upgrade from windows seven to windows 10 takes about two hours time. If you have to fully patch windows seven sp1 it takes between 3 and 6 hours depending on connection speed. If you're paying by the hour, which would you choose?
Windows is the least secure of all the major OS, further compounding the astronomical maintanence cost and driving down productivity. I have not yet had to hack windows 10, but I have windows seven. In windows seven it is common place for programs to allow themselves transparently through built in firewalling. It is also common place for programs to run as administrator without requiring the administrator account to be enabled or requiring an administrator password. It is possible for programs to sircomvent the notification system that works on the front line, and it's even possible and considered advisable by many people to turn the security notifications off altogether. In fact, it is possible when sitting at the keyboard of a windows seven workstation to gain administrator access without logging in at all, to add, remove, or rename windows system files, to take command line control of a workstation, and to perform any command line function including enabling or disabling the administrator account and changing account credentials, all without logging in. Litterally any improvement would be better than the attrocity that is windows seven security.
Microsoft interface design is terrible. Ribbons and tiles are only two examples of design choices meant to set windows apart from competetors but had the effect of alienating users. Windows 10 does the smart thing and returns the windows interface to a more desktop feel.
Windows only gets a refresh every three years or so. That means a lot happens in the computer world between releases. Because the releases are alternately pretty decent over all come terrible to the point of uselessness, windows appeals to pundets who don't like change and want to hault progress. Fine, but windows seven is coming up on 8 years old and we are still talking about support for windows xp being discontinued. Nowhere else in the world of operating systems are we talking about support for 8 year old software, and 17 year old software isn't even available for download on pirate sites. Computers that shipped with windows 7 at the time of the release of windows 8 are now end of lifed, and yet, I was still able to buy and install a windows seven a month ago. The cost to developers of supporting four operating systems spanning 11 years: ten, eight, seven and vista, is astronomical, and you lucky end-user, get to pay the bill. The cost of windows software over all is significantly higher than on any other operating system, and part of the reason is that windows users live in the past more than any other userbase.
Windows ten continues to be a free upgrade for current users of seven and eight, long after it was supposed to switch to a completely paid product. The minimum and recommended hardware configurations are similar to those of windows seven. Upgrading usually brings better plug and play hardware support and other items under the hood that users would miss if they were gone.
There are features I like in windows ten such as it's minimalist email app and it's improved tts voices. Then there are things I'm not too pleased with such as the loss of control over windows update and the increased relience on ribbons. True, we don't really have enough information about this particular case to make a recommendation one way or the other, but in general, it is more than time to leave windows seven behind unlesss you have some substantial reason not to, such as loss of support for a crutial piece of hardware.
All upgrades on all systems require a bit of retraining for new features or fernature that moves, but that is part and parcel of computing. Windows ten is market tested, reliable and functional at this point. Staying with windows seven just because is fine for now if that's your personal choice, but if you're supporting or recommending on a pro or semipro basis, the recommendation has to be to upgrade at this point unless circomstances dictate otherwise.
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