Reorganization energy (RE) is closely related to the charge transport properties and is one of the important parameters for screening novel organic semiconductors (OSCs). With the rise of data-driven technology, accurate and efficient machine learning (ML) models for high-throughput screening novel organic molecules play an important role in the boom of material science. Comparing different molecular descriptors and algorithms, we construct a reasonable algorithm framework with molecular graphs to describe the compositional structure, convolutional neural networks to extract material features, and subsequently embedded fully connected neural networks to establish the mapping between features and predicted properties. With our well-designed judicious training pattern about feature-guided stratified random sampling, we have obtained a high-precision and robust reorganization energy prediction model, which can be used as one of the important descriptors for rapid screening potential OSCs. The root-mean-square error (RMSE) and the squared Pearson correlation coefficient (R2) of this model are 2.6 meV and 0.99, respectively. More importantly, we confirm and emphasize that training pattern plays a crucial role in constructing supreme ML models. We are calling for more attention to designing innovative judicious training patterns in addition to high-quality databases, efficient material feature engineering and algorithm framework construction.