The article discusses the behavior of the regex character '$' in Python, which can match either the end of a string or a trailing newline before the end of a string when multiline mode is disabled. This behavior is not what most people expect, as they assume '$' always means 'end-of-string'. The article also explores how different regex flavors, such as Perl and ECMAScript, handle this situation. The author suggests using 'z' or 'Z' to match the end of a string without a newline.