> One time I somehow set the permissions of the sudo executable to lower than they needed to be (0600?). Fixing that was fun :)

I know very little, admittedly, but without telling us how, it’s just a funny anecdote.

I would try to switch user to root and su instead of sudo, but I’m not sure if that would actually work. Would it? Probably not on rootless installs, but I don’t know how many of those systems most folks are able to break in the manner described above.