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New Post: Upgrade through SilentBootstrapperApplication keeps the older version entry in programs and features

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This mean that the "installed product" detection algorithm of SilentBootstrapperApplication is inadequate in this case. I have created the issue from your report.

If you are still keen to use custom BA then you can take the WixBootstrapper_NoUI sample (an equivalent of SilentBootstrapperApplication). Though you will need to update the detection algorithm to make it suitable for your scenario.

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