The supposed benefits of teachers' use of information and communications technology (digital technology) are well reported throughout the academic literature - most often involving issues of enhanced learning outcomes, increased pupil engagement and more efficient management and organisation of learning. This paper uses survey data from 683 teachers in 24 secondary schools across the UK to analyse the factors influencing how these benefits are being experienced. In particular, the paper explores the complex relationships between teachers' perceptions of technology-related benefits and a range of individual, classroom, school and system-level issues. A number of mediating issues and influences are identified and discussed throughout these analyses. In particular, it is suggested that teachers' perceptions of the benefits of using technology are influenced more by institutional rather than individual characteristics. A number of possible reasons are discussed, highlighting the importance of social and cultural contexts of digital technology use in education.