The paper conceptualises the linkages among individual career drivers, psychological contracts, and organisational reward and employee development systems. The model also incorporates employee reward preferences and skill-acquisition drivers. The career drivers, reward preferences, and skill-acquisition drivers of 104 software professionals in India were empirically examined. Our findings indicate that organisational reward and employee development systems need to be linked to employees' expectations that are based on their career aspirations and preferences, and also that these systems need to have the flexibility to incorporate employee diversity.