Have you installed git client plugin 3.0.0 when you installed git plugin 4.0.0? I assume yes, but since incomplete configuration information is provided in the report, I can't be sure.
I assume you're running one of the versions of Java 8 that is available for Windows. Which Java version is it? Which Java provider (Oracle, OpenJDK, AdoptOpenJDK, Amazon Corretto, etc.)?
If it is an older Java 8 version, can you try a more recent Java version on a different machine to see if it resolves the issue?
If it is a Java 11 version, can you try a Java 8 version on a different machine to see if it resolves the issue?
I doubt that the Windows Server version is relevant, but just in case, what is the Windows Server version?
I doubt that the Windows Server feature release is relevant, but just in case, what Windows Server feature release are you using? I regularly test agents with Windows 10.0.1903 and have tested previously with Windows 10.0.1809.
Incomplete information and screenshots of text are making it more difficult for me to help with this report. Can you provide more detailed configuration information?