Users of Windows 7, current and planned, have a few dates to remember. First, as of October 30th, Microsoft has stopped selling retail (boxed) packages of that operating system. Second, OEMs can continue to sell systems with Windows 7 preloaded for a year after that date (October 30th, 2014). Third, the operating system will receive typical updates until January 13th, 2015. Fourth, security fixes will be provided until January 14th, 2020. Oddly, Microsoft's website disagrees with Mary Jo Foley's timeline; I expect it might just be out of date.
Windows XP is creeping towards the oblivion as April slowly arrives. The 8th of that month marks the end of security updates and other forms of utter chaos for machines with a vibrant green Start button. With Microsoft essentially turning a blind eye to unpatched exploits, it will become progressively more unsafe to use XP except in well controlled (virtualized, firewalled, etc.) instances.
But, according to Mary Jo Foley of ZDNet, Microsoft will not sell them a retail copy of the Windows 7 any more (as of October 30th, 2013). The official Windows Product Lifecycle guide, however, still lists this date as "To be determined". Either Microsoft is very slow (updating their warning website after the date passes) or it was a much softer deadline than the editorial claims. Most of the Amazon product pages are for third party resellers, except for Windows 7 Pro Full, so it might just be clearing stock. Who knows.
OEMs will have a much easier time, however. Microsoft will continue allowing them to sell Windows 7 with new PCs for another year, until October 30th 2014. Again, this date is unlisted from the Windows Product Lifecycle guide.
It will all need to come to an end at some point though. Windows XP lost mainstream support back in April 14th, 2009; the same will come of Windows 7 in a little over a year: January 13th, 2015. That said, beyond new versions of Internet Explorer, Windows 7 has not been receiving too many updates as it stands. With DirectX now considered a core feature of Windows, the last couple of revisions are exclusive to the latest release. We still have Firefox and Chrome when they pull IE from our cold dead hands. I feel weird writing this…
The most devastating date, which XP users are about to face, is the end of extended support. Come January 14th, 2020, Microsoft will not longer provide security updates. Users of Windows 7 will need to be extra cautious and only deploy it in well controlled environments.
Like for me, if Microsoft continues going down the Windows Store path, a VM on a Linux machine.