Not at all - an OS is an OS and it does not matter to me as long as it does the job. In this case it is squeezing the maximum life out of hardware.
Gone are the days that a new version of laptop (or desktop) 10 months later was twice (or even more) as fast in comparison to the previous model. The road forward appears to be focused on reducing power consumption which is non-issue in desktops. I am running my computer at about 6 - 8% load 24 hours 5 days a week. A 5, 10 or 15% performance improvement makes no difference.
I just upgraded my 2010 server to the 2012 base model and have changed the drive to two SSD's. This was done so I can in due time load Windows 8 on it (at the present running 7). A bonus is the USB 3. My 2011 has a genuine Apple (Samsung) and a Samsung 830 in it and is running Windows 8 (development / backup production machine).
Likewise, as long as hardware and apps are meeting my needs I'll stick with them.
That doesn't just apply to IT tech. My only motor vehicle is a small 1997 Honda motorcycle. It was cost effective to have the engine overhauled a couple of years ago, and it should be good for a good while more, as long as gasoline (not gasohol) is available.
Repairing my 2005 Mini was not going to be worthwhile when the HDD and the power supply needed replacing. By the time I replaced the software I would have been up for about half the cost of a new base model 2009, and would have been stuck with outdated hardware as well as an OS and apps that were no longer supported.
I upgraded the RAM and updated to Mountain Lion last year, which was well cost effective. I guess sometime next year another upgrade could be worthwhile. It remains to be seen what will be the best option beyond that, but I can't see the current computer being in use as long as my motorcycle, which could well see the end of this decade.
I doubt that there will be a Windows Anything in my future.
The first computer I used was the original Mac from '85 to '87. It was a decade before I used a computer again, in the late 90's, when I did battle with Windows. When I decided it would be better to do a lot of my work from home, I started by using the girlfriend's old PC portable, which didn't have the grunt to drive the printer they gave me from work..... and I'd had enough of Windows anyway. I went back to Mac with the first Mini in 2005; it fitted my needs and budget.