Abstract Machines capable of responding and interacting with humans in helpful ways have become ubiquitous. We now expect them to discuss with us the more delicate questions in our world, and they should do so armed with effective arguments. But what makes an argument more persuasive? What will convince you? In this paper, we present a new data set, IBMEviConv, of pairs of evidence labeled for convincingness, designed to be more challenging than existing alternatives. We also propose a Siamese neural network architecture shown to outperform several baselines on both a prior convincingness data set and our own. Finally, we provide insights into our experimental results and the various kinds of argumentative value our method is capable of detecting