We study the impact of automation on employment and students’ career paths, by obtaining credible datasets from the Government of Singapore. The manufacturing and construction sectors were the most affected industries over the last 15 years. Along with the limited studies, we propose a survey to quantify and analyse students’ views on automation. The shift in employment rate in various sectors due to automation was found to be a contributing factor for students’ career decisions. Based on our findings, we observed that more students are acknowledging the impact of automation and finding the need for job securities and opportunities by undertaking Engineering and Information Technology (IT) related courses.