We address the problem of predicting whether sufficient memory and CPU resources have been requested for jobs at submission time. For this purpose, we examine the task of training a supervised machine learning system to predict the outcome - whether the job will fail specifically due to insufficient resources - as a classification task. Sufficiently high accuracy, precision, and recall at this task facilitates more anticipatory decision support applications in the domain of HPC resource allocation. Our preliminary results using a new test bed show that the probability of failed jobs is associated with information freely available at job submission time and may thus be usable by a learning system for user modeling that gives personalized feedback to users.