Paul Dormer said:

No.

No what? Is it your claim that it is not more difficult to listen to
lesser equipment and not notice playback flaws? How can that be? How
can you not listen more critically after hearing superior reproduction?

So, assuming the above is taken as read - the more important question
is... if you 'program' your brain in this fashion, could it be that it
has a detrimental and/or *subversive* effect on your overall listening
skills and/or patterns of listening behaviour?

NO. It's no more subversive than any other form of training on how or
what to listen to for the purpose of evalution. If one is not supposed
to be able to evalute in a critical fashion, then what's an upgrade and
how would you know?