PA Jack had come to the club with his boss. He was not sure what was happening, but Kelly's name was mentioned so he got excited. He was disappointed when he confessed his feelings to her, and she rejected him. He wasn't going to give up but he was still pining for her. Especially nowadays that he has been busy and was unable to visit the cafe she worked at.
His parents were worried about him and had been pressuring him to get married. To appease his parents, he would go to the blind dates they arrange for him. These days he had totally refused to go. He was in love with Kelly, and he did not want to announce this to his parents until he was sure she felt the same way.
Tristan explained that Kelly and Ava went to the club, and he thinks they were both drunk. He told Jack to find Kelly.