Decision-Driven Regularization: A Blended Model for Learning and Optimization

In contextual optimization, the decision-maker seeks optimal decisions to minimize a cost function, that varies based on observed features. This context is common in many business applications ranging from on-demand delivery and retail operations to portfolio optimization and inventory management. In this paper, we study the learning and optimization approach, which first learns how outcomes result from the features, and then selects optimal decisions based on these outcomes. We focus on the integrated learning and optimization literature, and identify that a lack of control for prediction accuracy can lead to overfitting and a loss of decision effectiveness against simple separate learning and optimization models. Instead, we propose a bi-objective formulation that balances prediction accuracy and cost minimization, termed decision-driven regularization. It also addresses ambiguity in the definition of the cost function via a surrogate that depends on a new hyperparameter. We additionally show that alternative perspectives for formulating the problem, namely robust optimization and regret minimization, lead to models that are closely related to our proposed model. As a consequence, our framework generalizes models such as SPO+. Our model is shown to be numerically superior to other benchmarks, such as OLS, Random Forest, XGBoost, SPO+, Perturbation Gradient, and Learning and Rank, in our synthetic studies.

Smooth Learning with Hard Constraints via Legendre-Regularized Policies

We revisit contextual optimization from the perspective of policy class design. A desirable policy class should be expressive enough to learn rich context-decision relationships, should enforce hard feasibility constraints rather than soft penalty terms, and should remain smooth enough for gradient-based training on downstream decision losses. Existing approaches usually emphasize only part of these requirements. We propose Legendre-regularized policies, which parameterize decisions as solutions of regularized optimization problems over the original feasible region. This construction yields policies that are feasible by construction and differentiable with respect to learned latent parameters. We prove that the associated optimizer map is single-valued, maps onto the relative interior of the feasible set, admits an explicit Jacobian, is Lipschitz continuous, and can be made arbitrarily smooth. We also establish a universal approximation result showing that the proposed class can approximate any continuous feasible policy on compact context sets. The framework unifies explicitly regularized optimizers and implicit perturbation-based smooth optimizers. Experiments on contextual newsvendor and resource allocation problems show that our approach improves prescriptive performance relative to the benchmark methods.