A recent stream of structured learning approaches has improved the practical state of the art for a range of combinatorial optimization problems with complex objectives encountered in operations research. Such approaches train policies that chain a statistical model with a surrogate combinatorial optimization oracle to map any instance of the problem to a feasible solution. The key idea is to exploit the statistical distribution over instances instead of dealing with instances separately. However learning such policies by risk minimization is challenging because the empirical risk is piecewise constant in the parameters, and few theoretical guarantees have been provided so far. In this article, we investigate methods that smooth the risk by perturbing the policy, which eases optimization and improves generalization. Our main contribution is a generalization bound that controls the perturbation bias, the statistical learning error, and the optimization error. Our analysis relies on the introduction of a uniform weak property, which captures and quantifies the interplay of the statistical model and the surrogate combinatorial optimization oracle. This property holds under mild assumptions on the statistical model, the surrogate optimization, and the instance data distribution. We illustrate the result on a range of applications such as stochastic vehicle scheduling. In particular, such policies are relevant for contextual stochastic optimization and our results cover this case.

When learning from a batch of logged bandit feedback, the discrepancy between the policy to be learned and the off-policy training data imposes statistical and computational challenges. Unlike classical supervised learning and online learning settings, in batch contextual bandit learning, one only has access to a collection of logged feedback from the actions taken by a historical policy, and expect to learn a policy that takes good actions in possibly unseen contexts. Such a batch learning setting is ubiquitous in online and interactive systems, such as ad platforms and recommendation systems. Existing approaches based on inverse propensity weights, such as Inverse Propensity Scoring (IPS) and Policy Optimizer for Exponential Models (POEM), enjoy unbiasedness but often suffer from large mean squared error. In this work, we introduce a new approach named Maximum Likelihood Inverse Propensity Scoring (MLIPS) for batch learning from logged bandit feedback. Instead of using the given historical policy as the proposal in inverse propensity weights, we estimate a maximum likelihood surrogate policy based on the logged action-context pairs, and then use this surrogate policy as the proposal. We prove that MLIPS is asymptotically unbiased, and moreover, has a smaller nonasymptotic mean squared error than IPS. Such an error reduction phenomenon is somewhat surprising as the estimated surrogate policy is less accurate than the given historical policy. Results on multi-label classification problems and a large- scale ad placement dataset demonstrate the empirical effectiveness of MLIPS. Furthermore, the proposed surrogate policy technique is complementary to existing error reduction techniques, and when combined, is able to consistently boost the performance of several widely used approaches.