I suspect that the Schneidermeister viewpoint is a very traditional one. From the modern point of view it probably looks like "ironing it to death". The older tailors used to always do more ironwork, and trousers used to be commonly cut very narrow. I guess that modern baggy trousers are a bit like drape coats - they require less meticulous fitting and ironwork, relying more on cutting for the fit.
1. My colleague is just a bit older than me, plus he was referring to super-light weight fabrics which are harder to shape. He said that one would have to repeat the ironwork several times until it'll stay in a satisfactory manner.
2. It's true that factory made trousers (usually) don't get much shaping, if at all. But I highly doubt that a cut can compensate good ironwork.
I guess that modern baggy trousers are a bit like drape coats - they require less meticulous fitting and ironwork...
That's why baggy trousers look the way they do: Baggy.
...relying more on cutting for the fit.
This mentioned in one sentence with the droop cut makes me
"Nur der ist Meister seiner Kunst, der immer sucht, das Gute zu verbessern und niemals glaubt, das Beste schon zu haben."
"Only he is a master of his art who always seeks to improve the good and never believes to have the best already"
http://www.dressedwell.net/ It's snarky, but fun.