Most existing text recognition methods are trained on large-scale synthetic datasets due to the scarcity of labeled real-world datasets. Synthetic images, however, cannot faithfully reproduce real-world scenarios, such as uneven illumination, irregular layout, occlusion, and degradation, resulting in performance disparities when handling complex real-world images. Recent self-supervised learning techniques, notably contrastive learning and masked image modeling (MIM), narrow this domain gap by exploiting unlabeled real text images. This study first analyzes the original Masked AutoEncoder (MAE) and observes that random patch masking predominantly captures low-level textural features but misses high-level contextual representations. To fully exploit the high-level contextual representations, we introduce random blockwise and span masking in the text recognition task. These strategies can mask the continuous image patches and completely remove some characters, forcing the model to infer relationships among characters within a word. Our Multi-Masking Strategy (MMS) integrates random patch, blockwise, and span masking into the MIM frame, which jointly learns low and high-level textual representations. After fine-tuning with real data, MMS outperforms the state-of-the-art self-supervised methods in various text-related tasks, including text recognition, segmentation, and text-image super-resolution.