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Please note that EV code signing certificates are not the magic bullet they first appear. SmartScreen is reputation based. An EV code signing certificate does not grant immediate access. You will have to build reputation regardless.

There is no pay to win solution. I've learnt this the hard way.

You can however place the executable in a Zip archive to bypass SmartScreen. An unzipped file won't bear the mark of the web.

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Wait really? How do you unzip your files? I thought files unzipped inside with Windows's built-in unzipper still keep the attachment manager metadata that Windows stores?

You are correct.

I've been using 7zip. It does clear the flag. Windows built-in unzipper does not.

Will putting it in a Zip and making the user unzip it build reputation with SmartScreen?

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