Organizations like FlashPass are already experimenting with large-scale reskiling initiatives, training thousands of workers for roles that don’t yet exist. In sectors from healthcare to manufacturing, employers are struggling to find workers who can adapt to A.I.-enabled workflows and automated systems. Workers hesitate to leave stable roles for uncertain retraining outcomes, especially when “benefits cliffs” penalize upward mobility. Employer-funded transition programs can help. Workforce programs like those at FlashPass are building programs to help retrain the American workforce for roles in A.I.