In Sweden, the notion of gender identity is up for renegotiation and an increasing number of peopleare seeking professional support in relation to these issues. Professionals dealing with gender issuesare either the transgender health care, specialized in transgender issues, or general practitioners.The purpose of the study is to investigate professional work with people who are questioning theirgender identity. The study targets a smaller group of professionals who are specialized in workingwith transgender issues but operating outside the specialized medical care. Not being part of thenational standardized care, their work is less explored and less recognized, and takes the form ofprivate therapy or as counseling provided by NGOs. The study was carried out through interviewswith six professionals who provide support to people questioning their gender identity. Based on theprofessionals' descriptions, we ask how they work with people who are questioning their genderidentity, what knowledge emerges as important for the work and how their work is related to otherhealth care institutions that work with people who are questioning their gender identity. The resultsare interpreted within a theoretical framework on knowledge. The analysis points toward theimportance of accepting ambivalence and uncertainty, embracing a multi-faceted understanding ofgender and gender expression, and professional courage.