Miss Moneypenny is a much-loved character in the James Bond novels and movies. Do you know these films? James Bond is a spy (I will keep the vocabulary simple) and a very handsome man who has many attractive girlfriends. Miss Moneypenny works at the secret headquarters of the spy organization. It is never said in words, but it is obvious to the audience that she is in love with James, who is her boss (sort of). So: 'have a crush on your boss in the manner of Miss Moneypenny'. So, it means someone who has a secret crush on her boss.
Are these actually two different 'sentences', that is,
Obsess about Daniel Cleaver as pathetic
to have a crush on boss in manner of Miss Moneypenny or simillar.
Can you provide more of the sentence with "as" and 'pathetic' in it?