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The main contribution of this paper is an approach for introducing additional context into state-of-the-art general object detection. To achieve this we first combine a state-of-the-art classifier (Residual-101[14]) with a fast detection framework (SSD[18]). We then augment SSD+Residual-101 with deconvolution layers to introduce additional large-scale context in object detection and improve accuracy, especially for small objects, calling our resulting system DSSD for deconvolutional single shot detector. While these two contributions are easily described at a high-level, a naive implementation does not succeed. Instead we show that carefully adding additional stages of learned transformations, specifically a module for feed-forward connections in deconvolution and a new output module, enables this new approach and forms a potential way forward for further detection research. Results are shown on both PASCAL VOC and COCO detection. Our DSSD with input achieves 81.5% mAP on VOC2007 test, 80.0% mAP on VOC2012 test, and 33.2% mAP on COCO, outperforming a state-of-the-art method R-FCN[3] on each dataset.