[sanchezvictor]

Hi,
let me share with you my batch process with windows. The usage is simple:
the process look inside a directory, and randomly select one of the files with "ovpn" extension.

After that, kill the OpenVPN process, and start it again connection with the file choosen.

Hope you find this useful.

EDIT by pspzockerscene:
We recommend using the current/improved versions of that script, see posts of official JD staff below.
Here you can find the version initially posted by user "sanchezvictor":

Spoiler:

@ECHO OFF
SETLOCAL
SET "sourcedir=C:\Users\sanchezvictor\OpenVPN\config"
FOR /f %%a IN (
 'dir /b /a-d "%sourcedir%\*.ovpn"^|find /i /c ".ovpn" '
 ) DO SET /a selection=1 + (%RANDOM% %% %%a)
FOR /f "tokens=1*delims=:" %%a IN (
 'dir /b /a-d "%sourcedir%\*.ovpn"^|findstr /n /i ".ovpn" '
 ) DO IF %%a==%selection% SET filename=%%b
 
taskkill.exe /F /IM openvpn.exe
taskkill.exe /F /IM openvpn-gui.exe
timeout 1
start /b "" "C:\Program Files\OpenVPN\bin\openvpn-gui.exe" --silent_connection 1 --connect %filename%

GOTO :EOF