In this project I explore the roles of interpreting and improvising vocalist, poet/lyricist, composer, ensemble leader/conductor in three projects and performances in search for an honest expression. I also discuss and reflect upon vocal interpretation, vocal improvisation, and the relationship between composing, arranging and recomposing. I have worked on different versions of a song named Deep sea. In preparing the first version I wrote a poem and composed a lead sheet simultaneously for a Gothenburg based trio. In the second version I arranged the lead sheet to a bigger ensemble at Parma Jazz Frontiere Festival. In the third version I arranged the piece to a concert in the University of Gothenburg. All the versions were rehearsed, performed, documented on a video and reflected upon. This study is inspired by phenomenology, words of Kaija Saariaho, Lauren Newton and the teaching of Anders Jormin. The findings of the study show that composing from a poem based on feelings, experience in conducting and singing simultaneously, rehearsing time, tempo, presence of an audience and knowing a piece by heart among other things can affect the vocalist's interpretation and improvisation. The study also shows that collective free improvisation can benefit and be a natural part to a composition, enhancing and deepening the interpretation of the piece.