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Even if Silverlight 5.0 is the last update to the software by Microsoft, and an investment in Silverlight today will mean extra reworking and investment down the road, how is that different than any current technology used by developers? All of the foundations of the web, each framework, programming language, and yes, operating systems that are around are destined to evolve and change.
While some developers have recognized that with the release of Windows 8 in 2012, Silverlight stands to be the best architectural bridge to Windows 8 Metro-style apps available, and apps created with Silverlight will continue to run in Windows 8's desktop mode. Others, however, are jumping ship, afraid to stick with the technology because they fear that Silverlight 5.0 will be the last version released by Microsoft.