I have a client-provided font (IND-Hoboken Sans) that is rendering W (capital w) strangely. The apex should be square/flat, but Adobe apps (I used Illustrator as my test, but I've seen the same problem in Photoshop as well) render the 1st & 3rd apex on an angle (even more bizarrely, different angles). Other applications (Font Book, TextEdit, MS Word, Keynote) render the character square as expected.

Most bizarrely, Acrobat does NOT have this problem & renders the character as the system does (ie. as expected). As a test, I created an Illustrator file with the same word as both live text and as outlines. Illustrator renders them both the same, but when I open either the AI file or a PDF version in Acrobat, the live text looks correct & the outlines are wrong.