Abstract.At the present time the technology market is constantly growing, new technologies emerge every day so it makes it hard to track all of them and evaluate their potential. As the retraining process takes significant time, the acute need to change the staff training approach from reactive to proactive arises. There are services for monitoring and modeling purposes developed by Quid, Owlin, Djinni. Another approach is the expert analysis. But every of the defined information sources has its drawbacks, which leads to a decision to develop a software and mathematical solution. The article suggests methods of skills demand monitoring for the IT sector, based on comprehensive monitoring of the Web, including employers' demands, company history and publications.