> I am wrong. CommandLineToolSet just handles debugging requests, The redirection is directly as Dave pointed out.
> Should I be wrong? Shouldn't the (btw already present) CommandLineToolSet also make sure the redirection is there
> when it is selected?

Hmmmm.......   That's a good question, as well, for SmalltalkImage>>#run:.

Personally, I don't care for making references to Transcript in code
anymore.  It's just as easy to signal Notifications, Warnings, and
Errors and doing so helps proper error-handling develop from the
get-go.