This paper analyzes challenges in cloze-style reading comprehension on multiparty dialogue and suggests two new tasks for more comprehensive predictions of personal entities in daily conversations. We first demonstrate that there are substantial limitations to the evaluation methods of previous work, namely that randomized assignment of samples to training and test data substantially decreases the complexity of cloze-style reading comprehension. According to our analysis, replacing the random data split with a chronological data split reduces test accuracy on previous single-variable passage completion task from 72\% to 34\%, that leaves much more room to improve. Our proposed tasks extend the previous single-variable passage completion task by replacing more character mentions with variables. Several deep learning models are developed to validate these three tasks. A thorough error analysis is provided to understand the challenges and guide the future direction of this research.