Optimizing Regret

Regret is the cost of uncertainty in algorithmic decision-making. Quantifying regret typically requires computationally expensive simulation via Sample Average Approximation (SAA), with complexity $\mathcal{O}(Bn^{2}d^{3})$ in the number of scenarios $B$, variables $n$, and constraints $d$. % This paper proves that expected regret in any stochastic optimization problem admits the exact decomposition % \begin{equation*} \mathrm{Regret}(c) = \mathrm{Cov}(c,,π^{}(c)) + R(c), \end{equation} % where $c$ is the vector of uncertain parameters, $π^{*}(c)$ is the optimal decision, and $R(c)$ is a residual whose magnitude we bound explicitly under Lipschitz, smooth, and strongly convex conditions. % For linear programs and unconstrained quadratic programs, including the classical Markowitz portfolio problem, we prove $R(c)=0$ exactly, so that $\mathrm{Regret}(c) = \mathrm{Cov}(c,π^{*}(c))$ holds without approximation. % When historical cost-decision pairs $\{(c_i, π^*(c_i))\}$ are available, the covariance can be estimated in $\mathcal{O}(nd^{2})$ time, which is orders of magnitude faster than SAA. The estimation is performed by a single pass through the data. % We derive concentration bounds, a central limit theorem, and an asymptotically unbiased residual estimator, and we validate all results on synthetic LP, QP, and integer programming instances and on a rolling-window portfolio experiment using ten years of CRSP equity data.

The global minimum-variance portfolio (GMVP) is the canonical decision built from an estimated covariance matrix, yet covariance estimators are universally evaluated by matrix-norm loss, which is not the object the decision depends on. We characterise exactly how covariance-estimation error maps into GMVP suboptimality. We prove an exact regret identity and a non-asymptotic bound showing decision regret depends on the estimation error only through its action on the portfolio weights, scaled by portfolio concentration and the conditioning of the true covariance. From this we derive the decision geometry: GMVP regret is invariant to a (p-1)-dimensional projection of the p^2-dimensional error matrix, with invariance to the covariance-scale direction as an exact special case. We then apply the framework to heavy-tailed returns (tail index kappa in (2,4)), establishing the regret convergence rate implied by the centred operator-norm rate, and confirm the theory on a skew-t/t-copula simulation design with pre-registered analysis. The decision-focused advantage is a sharper constant and a concentration discount rather than a faster rate; we report an honest high-conditioning boundary of the rate prediction. The results complement recent decision-focused learning approaches by supplying the exact estimation geometry and consistency theory they lack.

We consider the optimization of the Optimized Certainty Equivalent (OCE) risk, with applications including portfolio optimization in finance, and uncertainty quantification, classification, and regression in machine learning. Our contributions cover popular special cases of OCE, such as entropic risk, mean-variance risk, and smooth variants of Conditional Value-at-Risk. Our treatment sets out the conditions that facilitate the extension of OCE to unbounded r.v.s.. We provide a useful characterization of OCE that links OCE to utility-based shortfall risk (UBSR). Our characterization enables us to form an OCE estimator from the classic sample-average approximation (SAA) of UBSR. We derive mean-squared error (MSE) bounds for our proposed OCE estimator. For OCE optimization, we first derive an expression for the OCE gradient using the characterization linking OCE to UBSR. This expression serves as the basis for a gradient estimator for the OCE. We derive non-asymptotic bounds on the MSE for the proposed OCE gradient estimator. We incorporate the aforementioned gradient estimator into a stochastic gradient (SG) algorithm to optimize OCE and quantify its convergence rate using non-asymptotic bounds that we derive. Finally, we present three experiments that use our OCE optimization algorithm to solve portfolio optimization and uncertainty quantification problems.