Wasserstein Distributionally Robust Risk-Sensitive Estimation via Conditional Value-at-Risk

Distributionally robust optimization (DRO) is widely used for decision-making under uncertainty, but its adversarial focus on worst-case loss can lead to overly conservative policies. To mitigate this, we study ex-ante Distributionally Robust Regret Optimization (DRRO) with Wasserstein ambiguity sets, designed to balance robustness with upside potential. We develop a theory of Wasserstein DRRO (WDRRO) paralleling Wasserstein DRO. Under smoothness and regularity, WDRRO selects among ERM optima by a first-order gradient-discrepancy rule. If the ERM optimizer is unique, first-order sensitivity vanishes and a second-order expansion governs deviations. For convex quadratics ERM and DRRO coincide for any radius. We then study regimes where these assumptions fail: nondifferentiable max-affine losses, discrete references, and larger radii, where WDRRO can differ from ERM and WDRO. We show that computing WDRRO regret is NP-hard even without bilinear terms. Nevertheless, we develop exact algorithms, a tractable convex relaxation with guarantees, and experiments showing tightness and loss-dependent behavior.

We study the minimax rate of estimating a future value $μ_{t_n+h}$ of a curve $t\mapstoμ_t$ in the $2$-Wasserstein space $\mathcal{P}_2(\mathbb{R}^d)$ from finitely many noisy snapshots of its past, under an adiabatic bound $\|\nabla_t^k v\|\le\varepsilon$ on the $k$-th covariant derivative of the velocity field. Our central result is a unified temporal-spatial minimax lower bound: over regular, locally transport-rich subclasses, every estimator incurs $W_2$-risk with $M$-exponent $γ_d(k+1)/(k+1+γ_d)$, $γ_d=\min(1/d,1/2)$ ($M$ the total sample size). It follows from a temporal-to-spatial reduction: the smoothness budget defines a reachable $W_2$-ball into which a transport packing is embedded along the time axis, and the information of the entire snapshot experiment is controlled by a Fano argument -- the spatial packing is classical, but its smoothness-admissible temporal embedding and the full-window analysis are new. The bound interpolates a dimension-free extrapolation floor of order $\varepsilon h^{k+1}$ -- the irreducible cost of an unobserved future, present even with the exact past -- and the spatial estimation curse $M^{-γ_d}$, recovering the static distribution-estimation rate as $k\to\infty$. We state the lower bound in a design-dependent form -- with a design-weighted effective sample size -- valid for arbitrary observation times, and obtain the closed-form exponent in the dense (equispaced) regime. The matching upper bound is established at $k=0$ (rate $M^{-1/(d+1)}$, $d\ge3$) and, in a translation submodel, for all $k$; for $k\ge1$ a covariant estimator attains the rate conditionally on two estimates (a comparison-geometry bias bound and an optimal-transport map-estimation rate), leaving the unconditional general-$k$ upper bound as an open problem. Numerical experiments on synthetic curved and flat families corroborate the predicted exponents.

We propose a distributionally robust approach to learning hyperparameters for first-order methods in convex optimization. Given a dataset of problem instances, we minimize a Wasserstein distributionally robust version of the performance estimation problem (PEP) over algorithm parameters such as step sizes. Our framework unifies two extremes: as the robustness radius vanishes, we recover classical learning to optimize (L2O); as it grows, we recover worst-case optimal algorithm design via PEP. We solve the resulting problem with stochastic gradient descent, differentiating through the solution of an inner semidefinite program at each step. We prove high-probability bounds showing that the true risk of the learned algorithm is at most the in-sample L2O optimum plus a slack that shrinks with the sample size, and is no worse than the worst-case PEP bound. On unconstrained quadratic minimization, LASSO, and linear programming benchmarks, our learned algorithms achieve strong out-of-sample performance with certifiable robustness, outperforming both worst-case optimal and vanilla L2O baselines.