

I’m curious, why does this require OpenSSL in order to compile? I’m not aware of any audio formats that use encryption, but I could be wrong.
My first thought was for connecting to https streams, but I don’t remember Winamp having this capability. “Back in the day,” I used Winamp for playing local audio and RealPlayer for what little streaming was available.
Do you have any programming experience?
Whisper.cpp is fairly easy to use, there are plenty of open source libraries for audio input, and sending text as keystrokes in Windows is quite easy.
There may very well be an existing solution, but if you want to put something together yourself, all the major building blocks already exist. You’d just have to write the code to tie it all together.