Maximum entropy models are promising candidates for natural language modeling. However, there are two major hurdles in applying maximum entropy models to real-life language problems, such as prepositional phrase attachment: feature selection and high computational complexity. In this paper, we propose a maximum entropy boosting model to overcome these limitations and the problem of imbalanced data in natural language resources, and apply it to prepositional phrase (PP) attachment and part-of-speech (POS) tagging. According to the experimental results on Wall Street Journal corpus, the model shows 84.3% of accuracy for PP attachment and 96.78% of accuracy for POS tagging that are close to the state-of-the-art performance of these tasks only with small efforts of modeling.