A few things:
- Did you install WINE and PlayOnLinux using Synaptic Package Manager (SPM)? SPM can be accessed through System Tools. If you don’t have it installed, type in terminal:
sudo apt install synaptic
- In SPM, click Search and type PlayOnLinux. My version is 4.3.4 as yours should be. The latest WINE release is 5.0.2
- I recommend updating WINE after removing the old version first.
a. Removal of old WINE - Use the following commands, in sequence, in terminal:
sudo apt-get remove wine
rm -rf $HOME/.wine
rm -f $HOME/.config/menus/applications-merged/wine*
rm -rf $HOME/.local/share/applications/wine
rm -f $HOME/.local/share/desktop-directories/wine*
rm -f $HOME/.local/share/icons/???_*.xpm
sudo apt-get remove --purge wine
sudo apt-get update
sudo apt-get autoclean
sudo apt-get clean
sudo apt-get autoremove
b. Installing WINE: Use terminal commands listed here. You will use the Ubuntu 18.04 version command. You will install the Stable branch package.