FYI usually these are my install options:

No problem. I can stay on 4.4.x. Just thought I should give the beta a try and let you guys know.

None. I just use the command line tools and always perform a "minimal" install. @aheinecke: I already tested it on cmd.exe. Same result. Also I do not have QT installed, or a QT_PLUGIN_PATH set up. The bottom line for me is still:

I just tried to call pinentry directly on Windows cmd prompt:

Thanks for the comments. This is a regular git for Windows install which afaik uses mingw64. The messup with the binaries brought in by git has always been this way. I am using aliases to differentiate between the different versions. One might think that this may cause things to break, however all used to work well with 4.x versions.

Here you are: