When training for hazardous operations, real-time stress detection is an asset for optimizing task performance and reducing stress. Stress detection systems train a machine-learning model with physiological signals to classify stress levels of unseen data. Unfortunately, individual differences and the time-series nature of physiological signals limit the effectiveness of generalized models and hinder both posthoc stress detection and real-time monitoring. This study evaluated a personalized stress detection system that selects a personalized subset of features for model training. The system was evaluated post-hoc for realtime deployment. Further, traditional classifiers were assessed for error caused by indirect approximations against a benchmark, optimal probability classifier (Approximate Bayes; ABayes). Healthy participants completed a task with three levels of stressors (low, medium, high), either a complex task in virtual reality (responding to spaceflight emergency fires, n=27) or a simple laboratory-based task (N-back, n=14). Heart rate, blood pressure, electrodermal activity, and respiration were assessed. Personalized features and different interval window sizes were compared. Classification performance was compared for ABayes, support vector machine, decision tree, and random forest. The results demonstrate that a personalized model with time series intervals can classify three stress levels with high accuracy better than a generalized model. However, crossvalidation and holdout performance varied for traditional classifiers vs. ABayes, suggesting error from indirect approximations. The selected features changed with windows size and differed between tasks, but blood pressure contributed to the most prominent features. The capability to account for individual difference is a prominent advantage of personalized models, and will likely have a growing presence in future detection systems.