This chapter explores psychological mindedness (PM), originally rooted in psychoanalysis, as an individual’s capacity for self-reflection, emotional insight, and understanding behavioural causes. Contemporary perspectives, particularly Grant’s metacognitive model, frame PM as a multidimensional, non-pathological construct encompassing cognitive, emotional, and behavioural domains. The chapter examines debates over whether PM is innate or shaped by early experiences, concluding it exists on a continuum. Assessment methods such as projective tests, self-report scales, and psychometric tools like the PMS and BIPM are reviewed, noting limitations in reliability and scope. PM’s associations with adaptive traits (openness, emotional regulation, resilience) and negative correlations with psychopathology highlight its potential relevance beyond clinical contexts. The chapter positions PM as a promising construct for executive coaching, suggesting it may influence coachee engagement, reflective practice, and developmental outcomes in organisational settings.