Recent efforts toward developing trustworthy AI systems with accountability guarantees have led to a growing reliance on machine learning formulations that incorporate external requirements, or constraints. These requirements are often enforced through penalization--adding fixed-weight terms to the task loss. We argue that this approach is ill-suited, and that tailored constrained optimization methods should be adopted instead. In particular, no penalty coefficient may yield a solution that both satisfies the constraints and achieves good performance--i.e., one solving the constrained problem. Moreover, tuning these coefficients is costly, incurring significant time and computational overhead. In contrast, tailored constrained methods--such as the Lagrangian approach, which optimizes the penalization "coefficients" (the Lagrange multipliers) alongside the model--(i) truly solve the constrained problem and add accountability, (ii) eliminate the need for extensive penalty tuning, and (iii) integrate seamlessly with modern deep learning pipelines.