Based on my understanding of the story so far:
- 8 years had already passed since Colton had met Jinwoo in an exhibition at a university in England.
* Note: Colton doesn't know how to speak Korean yet until he met Jinwoo in that exhibition 8 years ago.
- Colton saw him again in Korea for the first time in 8 years, hence, why he said that "He looks familiar..." He saw him talking to one of his employees, Minjae (Jinwoo's unrequited love/former FWB partner).
- One day, Jinwoo set up a meeting with Colton as "Damon" for business purposes. Upon seeing his artist name, the sense of familiarity came back to Colton as he suspected him to be the same person, he had already met 8 years ago.
- However, when the day that they were supposedly going to meet came, Jinwoo didn't show up. Instead, he sends an agent as his replacement to meet with Colton.
- Colton is suspicious of the person who came as Damon, so he asked him a few things that only the real Damon could answer. Of course, the man didn't know anything about the things that Colton has been talking about. This made Colton certain that he isn't the Damon that he was supposed to meet. He asked the man to tell Jinwoo to come and meet him in person because of the confidentiality of the contract.