Wellbeing is increasingly emerging within discussions of teacher effectiveness. Teacher quality and health has an impact on pupil learning. In an increasingly varied secondary teaching landscape where academies and free schools outnumber ‘state’ schools and where market forces and policy reform have created a new and dynamic working experience; there are benefits and opportunities, but also occupational risks to wellbeing. This study fills a research gap by engaging in a focussed analysis of secondary school teachers’ wellbeing. It offers theoretical contributions and practical recommendations relating to wellbeing and its management in emerging secondary school settings. It informs leadership and management practice towards managing wellbeing proactively through environment, community and personal / transcendental experiences. The research suggests that wellbeing as a performance management criterion and a key measure for school self-improvement could support best practice in innovative and infinite ways. A 61 item Likert questionnaire and 6 semi-structured interviews were conducted to explore 66 secondary teachers’ perceptions of their wellbeing. The data delivered illuminating testimony on the secondary teachers’ work lives and wellbeing. The results uncovered that environmental conditions (such as working with young people, the ability to take lunch breaks and access to resources) and communal conditions (such as the ability to work as a team, to be consulted, to collaborate, be supported and feel trusted) at work impacted teachers’ overall personal wellbeing. Personal wellbeing (overall wellbeing) represented how far teachers were able to develop personally and professionally, how far they experienced agency, control, fulfilment commitment and motivation. What was revealing was the emergence of transcendental wellbeing which arose as a component of personal wellbeing. Transcendental wellbeing represented the unique, personal framework that individuals ascribe to what they do. It encompassed the purpose, meaning and drive that enabled secondary teachers to work through daily events and challenges with resilience.