There was a post from the SQL Server Data Platform Advisor the other day that noted it's been almost 10 years since SQL Server 2005 was released and it's time to upgrade. At least, if you want to remain in support. Microsoft Support notes that support ends on Apr 12, 2016, which is just under a year away. While that might seem like a long time, it can take months to get an upgrade approved, planned, and executed, so if you think you'll want to upgrade before support ends, you definitely should start planning.
However, do you need to upgrade?
That's an interesting question. I would assume that if you have SQL Server 2005 in your environment, it's been running since sometime before the end of 2009. It's possible you installed 2005 after SQL Server 2008 was released, using the downgrade rights you have. I expect that you might have done that for a year, but I'd hope that if you were installing new instances after 2010, that you were using 2008 or 2008 R2.
Given that assumption, I'm guessing that you're relatively pleased with how SQL Server 2005 has been performing. At least I'd think you are. If you're not, then why haven't you upgraded? If it's budget, then does support ending really make a difference? If whoever approves purchases has been satisfied with performance, why upgrade now? If your database backs a third party application, will you have to upgrade that code as well? If so, another reason it might not be worth making a change.
We haven't really seen patches for SQL Server 2005 in a long time. There have been two hotfixes and one security update since the last Cumulative Update, and the last one was in 2012. While I do think it's possible that more security bugs might be found, the likelihood is low. Chances are that if you've been secure this long, you'll still be secure for a few more years.
If you are continuing to develop your code, however, there are lots of improvements in later versions of SQL Server that you might take advantage of. T-SQL has continued to grow and progress, with new features. Replication has improved, as have some of the manageability of the servers. Certainly security and encryption have advanced, so those could be reasons to consider moving to a more current version. The wealth of information available for tuning your system, as well as more efficient code and a better query optimizer might lead you to consider both a hardware and software upgrade.
While there are some compelling reasons to upgrade with greatly improved performance and many more features that can help improve development, if you have systems that are working then is it really worth the licensing cost? Especially now that SQL Server is licensed by the core and not socket. Working is a feature, and one that I do think is worth considering as part of your decision.
