Abstract : In this work we show that adapting Deep Convolutional Neural Network training to the task of boundary detection can result in substantial improvements over the current state-of-the-art in boundary detection. Our contributions consist firstly in combining a careful design of the loss for boundary detection training, a multi-resolution architecture and training with external data to improve the detection accuracy of the current state of the art. When measured on the standard Berkeley Segmentation Dataset, we improve theopti-mal dataset scale F-measure from 0.780 to 0.808 - while human performance is at 0.803. We further improve performance to 0.813 by combining deep learning with grouping, integrating the Normalized Cuts technique within a deep network. We also examine the potential of our boundary detector in conjunction with the task of semantic segmentation and demonstrate clear improvements over state-of-the-art systems. Our detector is fully integrated in the popular Caffe framework and processes a 320x420 image in less than a second.