There is growing interest in self-study methods being used by teachers and teacher educators to improve their own practice. The focus of these self-studies seems to be more on acting than on understanding, and here we focus on a group of teachers who explore their professional identities. Teachers participating in a Master's degree study were asked to formulate critical moments in their development in which they felt their values were challenged and they were faced with a dilemma connected to these challenges. They then used different self-study research methods to dig deeper into their reports. This article focuses on exploring the normative dilemmas that teachers face in their daily practice and how their self-understanding is influenced by studying these dilemmas. We found that participating teachers faced two main dilemmas between external guidance and self-regulation, and between self-consciousness and relatedness. We also found that the effects of self-study research are connected to a deeper understanding of how things work and that finding core values such as trust, connectedness, and creating space can generate a breakthrough in the two main dilemmas.