A Wikipedia article describing "Worse is Better" has a couple of suggestions for improving the entry. One asked for a reorganization to comply with Wikipedia's layout guidelines. However, the Worse-is-Better paradigm has these two jewels:
Simplicity is the most important consideration in a design.
The design must not be overly inconsistent. Consistency can be sacrificed for simplicity in some cases...
The request for reorganization is from 2012. I guess the authors want a simple presentation and has sacrificed consistency for a few year now.
I see the irony. Funny. Do you suppose the author of that entry was purposely trying to make it self-referential in an ironic sense? Curiously, if you look at Wikipedia's Manual of Style (which is linked to in that request for editing), it says:
"This guideline is a part of the English Wikipedia's Manual of Style. Use common sense in applying it; it will have occasional exceptions." [emphasis mine]
So maybe that's why the entry has stood unedited for close to 4 years. On the other hand, if the irony was seen by the editor who posted that comment, he (or any other editor) could have removed their comment. More than likely, that entry has just been "lost" in the ever-increasing corpus of Wikipedia. I don't expect there's a lot of searches for "worse is better."
I did not look for it either. I looked up "perfect is the enemy of the good" and is was a link in that Wikipedia entry.
Not so surprising it took you there then. Google's search algorithms are really improving at matching "meaning" ... pretty amazing tech (whatever your search engine). So I understand the concept of "perfect is the enemy of good" and I'm sure it's been around awhile. But truthfully, I hadn't heard it till about 5 years ago when I needed lens surgery on my eyes. Had to ask the ophthalmologist what he meant. Made perfect sense in regard to additional (optional) procedures.
Weird how one can go so long and never run into what seems to be a common phrase. FYI, grew up in the Midwest, been in Arizona since 1979.
Google did not find it; IT was a link in the Wikipedia article that Google found for 'perfect is the enemy of the good'. Similar to you I probably heard the 'perfect' saying in the last 5 to 10 years.