"The Chump", he approaches Erin's desk and bluntly tells her that he would like to sleep with her. She asks if he is joking to which he backs down, claiming that he is. In "Whistleblower" Ryan announces a social networking website he is launching called "WUPHF". Season 7 In "Nepotism", Ryan advertises his website WUPHF in the Lip Dub the Scranton Branch is making. In "The Sting", he helps Jim and Dwight spy on Danny. When they try to hatch a plan, Jim tells Ryan he is a "hot new executive" and Ryan tells them he wants to work at Google. In "Costume Contest", he dresses as Justin Bieber in hopes of winning the Scranton book of savings worth $15,000 in savings. In "Christening", he makes fun of the Youth Group pastor. In "WUPHF.com", Ryan tries to get people to invest in his company. When he reveals he will be broke in nine days, Kelly comes in and tries to invest. Then Ryan tells them that he has an offer from the Washington University Public Health Fund (WUPHF), only for Darryl to realize that they are only interested because of the domain name. Ryan tries to weasel more money from Michael, but is caught by surprise when Michael tells all the other investors that while he will not agree to divest their WUPHF holdings (they need Michael's assent because he holds more than 50% of the shares) he does think Ryan is shallow and a bad friend, and Ryan looks horrified when Michael says he has those nine days to make things right. At the end of the episode, Ryan tells everybody he has sold WUPHF.com. Ryan shows more immoral traits in "Garage Sale", when he sells jars of his mother's homemade Pesto sauce, which she intended to just be for family, for his own profits. Ryan is also in the group that helps Michael think of a good way to propose to Holly. When Michael does propose to Holly, he has some employees jokingly ask Holly to marry them. He states that Ryan was the only one he was concerned about. In "Michael's Last Dundies", he is shown to be hurt that Danny Cordray broke his streak of winning the "Hottest in the Office" award, although he tries to hide it. Ryan's contribution to the office workers' version of "Seasons of Love" is that Michael helped him get off