Possibly the system prompt has helpful and other pleasantries. May need to describe the type of dm at the beginning, with accent of keeping the story on track and making the world dangerous and unforgiving
It sort of read like the artificially constructed examples of play you’d get in the DM’s handbook though (since these are written with the intent of showing a particular mechanic as smoothly as possible, they tend to have unusually cooperative players and DMs).
I wonder to what extent this sort of thing skews the training set.
That lets the party start thinking ahead a bit, so maybe the illusionist says "how about I conjure the smell of something delicious wafting in from out a back window – that way when the rogue manages to sneak up and untie it it'll hopefully pop right out the window by itself".
Whereas if after the stealth check succeeds you give a bunch of subsequent unexpected checks the player might feel a bit aggrieved that you hadn't signalled how much work it'd be (especially if it uses skills they aren't good at and would have avoided relying on).
I think the specific thing I didn’t like in this example was the presentation of a specific path to the player. Although taking a second look, it seems the autoDM just presented it as a potential path, so maybe it isn’t so bad.