First make sure you have ssh and bsd subsystem installed from installer. Next get WinSCP and find your iPods ip by going to (on your iphone) settings > Wi-Fi > “Your selected WiFi” > Look under IP Address-
Connect to your iPod using WinSCP
(user: root password: alpine)
Change File Protocol to SCP
Just press login after your screen on WinScp
click on the “..” until you see root, then click on the applications folder and put your downloaded .app program inside by dragging and dropping.
To set file permissions(CHMOD) right click on the folder or file and select properties. Most of the time you will have to change the Octal to 0755.