I don't mean to criticize just Liskov. It seems to be a "feature" of a great deal of obviously smart people in our field, as well as some less obviously smart people. I don't get it.
http://www.python.org/dev/peps/pep-0245/
I am not invalidating your observation in general, to the contrary, I just don't agree Liskov is to blame of this here.
Building large systems in Python requires a lot of discipline becuase it is so easy to violate sound engineering practices in this language. People come out of school without an understanding of how to build large systems and just throw code in until the thing becomes a large sphagetti mess. That is something that I think is unique to our field. I don't see civil engineers ignoring all engineering practices in stuff they build after they come out of school. You don't see them build bridges out of unsuitable materials or in unsound ways because it's "easier". It's not perceived that anyone with or without any knowledge can throw a few pieces of metal together and build a bridge...
I posit that it's the same with any language. I've seen messy Java codebases and messy C++ codebases. I haven't read as much C# as I'd like, but I'm willing to bet it's the same story with those codebases. Python has a very similar object model to all of those languages with the exception that it's untyped.
I enjoy coding in Python and I've used it on and off for small things over many years but since getting involved in a project which has 100klocs of Python I've become pretty convinced it's a poor choice for this sort of scale.
Reading statically typed code you know what types the different objects are. In Python, no clue. This can be somewhat mitigated through documentation (e.g. see Google's Python style guide).
Want to find all the places a variable, or a class, or a function are used? You're out of luck. Good luck refactoring that bowl of spaghetti.
Yet another factor is that there a lot of people who have built very large systems in other languages (C/C++/Java/C# etc.) so the knowledge of how to manage that is more accessible.