This chapter investigates changes in skill requirements of information technology (IT) professionals in Singapore. The study coded representative job advertisements that appeared in the newspapers over a period of fifteen years—from 1983 to 1998. The coding results indicate that job profiles for programmers and IT managers have not changed dramatically over the years. Technical skills remain highly emphasized for programmers and business skills continue as the most demanded skills for IT managers. In the case for systems analysts, however, the composition of skill requirements has changed from technical skills being the least referenced in the early 1980s to being the most referenced in the 1990s. The job advertisements have also increasingly required systems analysts to possess computer science background. These results provide a different perspective to the pervading theme that IT professionals should focus on nontechnical skills. Alternative explanations and implications are discussed.