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Track matte will just suddenly stop working, when you nest clips often the content disappears. Track matte started working agin only when I restarted premeire. Nested clips are fixed if you go into the clip put content on the first video layer.
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Sorry for the issue. Could you share the steps to replicate this issue? Does this happen with a specific source file or project? If possible, please try the latest beta and let us know if you still see the same issue.
Thanks,
Ishan