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Tokens on map services in the flex viewer expire

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I'm using ArcGIS Server 10.1 secure map services in the Flex Viewer 3.3. I created a token for the web map service that was set to expire in a year and it worked great. I stopped the map service, then restarted it. Now the token on my map service doesn't work in the flex viewer and I'm being prompted to login. I've had this happen a few other times during development of my flex map. Why is this? Shouldn't the token be good on the map service for a year regardless of how many times I stop and start the service? Is this an issue with ArcGIS Server or the flex viewer?

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