Part of a 13-nation, cross-cultural study of the extent to which principals perceive their pre-appointment experiences had prepared them for the job, the International Study of Principal Preparation (ISPP), this paper compares the responses of novice principals in Turkey and Western Australia. Using a survey based on data from case studies of principals in their first 3 years, the views of 50 Western Australian and 60 Turkish principals were examined in terms of the difficulty of the problems they faced and the extent to which they felt prepared for these problems. Responses were analysed by sex, qualification, age at appointment, school size, and school location. Respondents from both countries found that managing the budget and achieving work/life balance presented challenges for them while working with parents and acquiring adequate resources were not challenging. For Turkish respondents, building positive relationships with staff was more challenging than it was for the Australian respondents. Surprisingly respondents felt well prepared for the tasks they faced, with Australians, females, principals of small schools in rural and remote locations reporting significantly more positive views about their preparation than their counterparts.