Drawing on pragmatic theories of implicature by Grice (1975) and Levinson (1983), according to which speakers often convey more than it is explicitly said, the paper argues that interpreting texts with implicit meaning correctly is essential for precise natural language understanding. To illustrate the challenges in computational interpretation of implicatures, the study introduces a series of illustrative micro-experiments with the use of four transformer models fine-tuned for sentiment analysis. In these micro-experiments, the models classified sentences specifically designed to expose difficulties in handling implicit meaning. The study demonstrates that contrasting qualitative pragmatic analysis with the models’ tendency to focus on formal linguistic markers can reveal the limitations of supervised machine learning methods in detecting implicit sentiments.