According to the information presented in your question, your $PATH variable is set like this:
~ >>> echo $PATH ~/.local/bin:/usr/local/bin:/usr/bin:/bin:/usr/sbin:/sbin:/usr/local/bin:/usr/local/bin:/usr/bin:/bin:/usr/sbin:/sbin Not too sure where you are setting your $PATH variable but I believe using the ~/ is not going to work in $PATH variable context; I don’t believe ~/ will properly expand to /Users/jon/. So I would recommend adjusting that:
~/.local/bin So it is explicitly pointing to your home directory instead:
/Users/jon/.local/bin Another great idea/suggestion based on Gordon Davisson’s comment is that somehow you are setting ~/.local/bin with double quotes around it. Something like this:
PATH="~/.local/bin:$PATH" That ~/ placed within the double quotes will never get expanded to the full home path in that context. So instead try placing it outside of the quotes like this:
PATH=~/.local/bin:"$PATH" Or perhaps even do something different and just use the $HOME variable within double quotes like this:
PATH="$HOME/.local/bin:$PATH" Then again, this is all based on how your actual $PATH variable specifics are handled in your user’s shell config. So adjust and tweak based on your specific needs.