Keep in mind that Apple products retain market value - I could sell immediatley my late 2009 iMac 27 to Gazelle for about 500 dollars
A 2009 27" iMac for 500 bucks - and you seriously talk about "retaining market value"? Selling it for that little money rather translates to "it lost more than 1500 bucks of value since I bought it a bit over two years ago".
By the way, I also own a Late 2009 27" iMac i5, and if you offered me 500 bucks for it, I'd rather give it away to a charity than sponsoring you with my money.
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The only downside would be I'd be on Win7 and Linux, but I can do everything I need to do in those two OS's.
And what exactly would be the downside here?
I don't know about you, but I make my living in IT and I have to come to one brutal realization when I compare OS X with Windows and Linux: The Windows and Linux ecosystems are where I MAKE my money. OS X on the other hand has always only COST me money.
In the last 20+ years, OS X has had ZERO relevance in my job life.
So, please, tell me how it can be a downside to use operating systems that have some actual relevance in the business world?