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Should I upgrade SQL Server 2008 / R2, or migrate to Azure?

[Last updated July 13, 2018] Brent Ozar Unlimited runs a website called SQL Server Updates which comes in really handy for keeping your on-premises SQL Server up to date. In October 2016 I noticed something interesting: if you’re running SQL Server 2008 or 2008 R2, Microsoft’s extended support for it ends on 9 July 2019.
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