We explore the ability of large language models (LLMs) to engage in subtle deception through strategically phrasing and intentionally manipulating information. This harmful behavior can be hard to detect, unlike blatant lying or unintentional hallucination. We build a simple testbed mimicking a legislative environment where a corporate lobbyist module is proposing amendments to bills that benefit a specific company while evading identification of this benefactor. We use real-world legislative bills matched with potentially affected companies to ground these interactions. Our results show that LLM lobbyists can draft subtle phrasing to avoid such identification by strong LLM-based detectors. Further optimization of the phrasing using LLM-based re-planning and re-sampling increases deception rates by up to 40 percentage points.Our human evaluations to verify the quality of deceptive generations and their retention of self-serving intent show significant coherence with our automated metrics and also help in identifying certain strategies of deceptive phrasing.This study highlights the risk of LLMs’ capabilities for strategic phrasing through seemingly neutral language to attain self-serving goals. This calls for future research to uncover and protect against such subtle deception.