off his newfound wealth. His occasional brushes with Kelly remain tense. In "Money", Darryl for the first time expresses his romantic desire for Kelly as he claims to "get excited every time I see that little dude (Ryan) walk through the door". It is also apparent that his new corporate peers also do not care for him; one employee yells at Ryan to get out of his office, and another tells Michael and Dwight, "it was funny to see Ryan all embarrassed". Later in the season, Ryan's new website is plagued by problems, including child predators and slow sales. The salesmen resist the new site as well. The later episodes show him becoming more agitated and on edge. Feeling threatened by Jim Halpert's good relationship with David Wallace, Ryan conspires against Jim and sets out to get him fired. Ryan also begins dressing in an increasingly unkempt fashion. In "Goodbye, Toby" Ryan is – now typically – curt with Jim. However, it is discovered that Ryan has been misleading the company's shareholders. In a YouTube video entitled "Whoaa! Check it out!", Ryan is seen being arrested and escorted out of Dunder Mifflin's New York City office by police, much to Michael's dismay and Jim and Kelly's pleasure. Season 5 In the first episode of season 5, it is revealed that Ryan has been released with a sentence of community service, and has gotten sober. Michael hires Ryan through the temp agency as the fill-in receptionist. In a deleted scene, he receives a call from David Wallace for Michael. Infuriated that Ryan is back at Dunder Mifflin, Wallace abuses Ryan by telephone in front of the staff. This prompts Michael to defend Ryan and save his job. However, Ryan still exhibits the ego issues he developed in the fourth season. Ryan moves back to the annex with Kelly soon before Pam is scheduled to return. He starts showing off in front of Kelly and the two start kissing passionately. Ryan tells Kelly to break up with Darryl via text message. Darryl responds quickly saying "it's cool", with Kelly overjoyed and Ryan shocked. In "Frame Toby", Ryan breaks up with Kelly again, saying he is going with friends to Thailand, but convinces her to have sex with him one last time and give him some traveling money. Ryan is not seen again until the episode "Dream Team" in which he is seen