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e.g. Have already installed trial version of SQL Server Enterprise Edition 2008 R2, is it now possible to switch to a trial version of the Developer edition?

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One would assume that you could since they are different SKUs. If that doesn't work, you could buy the developer version for about $50.

Best bet would be to run the installer and see what happens.

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I was about to make the same suggestion regarding Developer. I'm not even sure there is a trial version. But at $50 it is good to have a copy on a test box any way. –  Robert Kaucher Sep 30 '10 at 18:15

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