The two Gatekeepers seemed to have heard the words spoken by the blonde-haired girl, Niana, regarding the relationship between Brawler Randy and Liena. Therefore, they didn't have a good impression of him on their first encounter, considering the possibility that Niana's words might be true.
Liena was the best assassin among their younger generation members, and they wouldn't allow her skills to be dulled by engaging in any unnecessary emotional endeavors, particularly romance. Even if it weren't due to their Guild rules, they would have still found a way to get rid of him on this day. They refuse to acknowledge the possibility of a random nobody and a weakling whom they had never even heard the achievement of, forming any sort of relationship with Liena.
Meanwhile, upon hearing the disdainful words from the Gatekeepers, Brawler Randy wasn't angered as one would expect. Instead, he smiled as he spoke, reining in his unbridled behavior.