Large Multimodal Models (LMMs) have recently shown strong performance on Optical Character Recognition (OCR) tasks, demonstrating their promising capability in document literacy. However, their effectiveness in real-world applications remains underexplored, as existing benchmarks adopt task scopes misaligned with practical applications and assume homogeneous acquisition conditions. To address this gap, we introduce CC-OCR V2, a comprehensive and challenging OCR benchmark tailored to real-world document processing. CC-OCR V2 focuses on practical enterprise document processing tasks and incorporates hard and corner cases that are critical yet underrepresented in prior benchmarks, covering 5 major OCR-centric tracks: text recognition, document parsing, document grounding, key information extraction, and document question answering, comprising 7,093 high-difficulty samples. Extensive experiments on 14 advanced LMMs reveal that current models fall short of real-world application requirements. Even state-of-the-art LMMs exhibit substantial performance degradation across diverse tasks and scenarios. These findings reveal a significant gap between performance on current benchmarks and effectiveness in real-world applications. We release the full dataset and evaluation toolkit at https://github.com/eioss/CC-OCR-V2.