Responses
They met in chapter 39. Based on the Director's expression, I'll just assume that he was also dreaming about what happened. Hahaha. He'll be his Secretary in "real life" coz Jin Yoo said at the last panel, "Are you Director Kwon? Please help me in the future. It's my first time working as a secretary, but I'll do my best."

OH HELL NOOOO. HAHAHA! It's just a dream guys. I just finished reading the not translated chapter 37 and it's just a dream.