The American society is dominated by a heterosexual powerstructure with norm-filled social values. It is difficult for norm-breaking humans who live outside of the gender stereotypical social model, this includes the group of transgenders. The renowned olympic decathlon athlete Bruce Jenner, also known from the TV-series Keeping Up with the Kardashians, came out as a transgender woman in April, 2015, which aroused a great news reporting. This is a qualitative content analysis with the aim to examine Diane Sawyer’s depiction of Bruce Jenner during the interview in the TV-show ABC 20/20. Sawyer is a prominent mediaprofile in the USA and got sole rights to make the last interview with Bruce Jenner before he transitioned to become a woman. We based our method out of the symptomatic reading to understand the underlying message of the questions asked in the interview and have used Selby and Cowdery's three-stage model as an analysis tool when we created our analysis framework. Furthermore, we have applied this analysis schedule on selected key scenes that we transcribed from the interview in order to get answers to our thesis questions. The result of our thesis is that Sawyer has steered the questions asked in the interview, how they are formulated, and through it controlled the depiction of Jenner in the program. Sawyer questions to Jenner was sometimes chareterized by ignorance and prejudice for transgender, however the overall impression of the interview is that she depicted Jenner in a way that was positive and advantageous for him.