Systems and methods for the multifaceted analysis of a written work, such as an educational program admission essay, using machine learning, deep learning and natural language processing. Language, relevance, structure, and flows are evaluated for an overall impactful essay. Essay content is checked to evaluate whether the author has covered an essay's essential aspects. The essay is also analyzed for an effective structure for presenting details as per the essay type. The disclosure includes data preparation for the task, process of data tagging, feature engineering from the essay text, method for transfer learning and fine-tuning language model to adapt to the context of an essay. Finally, a process for building machine learning and deep learning models and technique for ensembling to use both models in combination is disclosed. The system may provide user-adapted feedback based on a persona created from the user profile.