Thanks for all the feedback everyone – we have some work planned to take a closer look at these things, but I don’t have an ETA for when it will be worked on and fixed.
In the meantime, I hammered out this shell mess to hopefully allow you to work around this limitation. Basically it allows you to quickly find which shell script you need to run in order to get the environment scaffolded up:
find ~/Library/Application\ Support/Local/ssh-entry/*.sh -exec grep -H 'echo -n -e' {} \; | sed -E 's/^(.*):.*;(.*)Shell\\.*/\2 @ "\1"/' | column -s '@' -t
It might make sense to save that to a file within your path so that you can access it from anywhere:
