Considerable research suggests that the relational elements of the client/therapist interchange are key predictors of therapeutic change. Attachment theory provides a valid and reliable theoretical tool to investigate intra-psychic relational constructs. While there is a growing body of inquiry that looks at attachment features from the client’s perspective, or from the attachment perspective of both client and therapist, there is a paucity of research that examines this phenomenon solely from the perspective of the therapist. This mixed methods study administered a self-report attachment measurement, the Experience of Close Relationship-Revised (ECR-R) to a group of trainee therapists, a subset of whom were subsequently interviewed regarding their subjective experience of relationship with their clients. Sixty-seven trainee therapists were administered the ECR-R. From this group, 15 were interviewed regarding their experiences as a therapist. These 15 were selected based upon their ECR-R scores (five each from each scoring category: elevated anxiety, elevated avoidance, non-elevated anxiety/avoidance). It was expected that themes derived from these interviews would show a difference in quantity between groups (more expressions of anxiety/discomfort among the elevated groups and more expressions of security/comfort among the non-elevated group). A qualitative thematic examination of interview transcripts did yield meaning units that could be categorized into the overarching themes of anxiety/discomfort and security/comfort. While on average, the expected findings were observed (elevated groups averaged more anxiety/discomfort expressions; non-elevated participants averaged more security/comfort expressions) a chi-square analysis showed that these observed differences were not statistically significant.