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I have found that MS still blocks my signed and timestamped .msi files for at least a few days. From saving the downloads in Edge and then via Smartscreen once you get it downloaded.

If I submit it manually for every update it tends to go better. If more people download and install it whitelists faster. But that is highly annoying, orwellian bullshit. Might even be anti-competitive or downright illegal.

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I see the same behavior with my MSIs. I've had better luck with my MSIXs. As much as I like being Store-free, I have a June 2025 release of an MSI-based app that still gets dinged by Edge and again by SmartScreen. A different MSIX-based app, with almost no users, gets dinged by Edge but not by SmartScreen. It's the same certificate. I can never be sure what other users are seeing, though.

tbh, I thought that I had built enough reputation on this particular MSI release, until testing it just now. Hate to see it :(

Yeah, same here. It's a black box. Nobody knows how it works or what you can do to make it hassle free.

MS went from "developers, developers, developers" to being a nightmare for everyone involved.

I actually liked Visual Studio 6 and the old MSDN. Now I only wish they were gone.

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