Not Your Typical Sycophant: The Elusive Nature of Sycophancy in Large Language Models

We propose a novel perspective for probing LLM sycophancy in a direct and neutral way, mitigating various forms of uncontrolled bias, noise, or manipulative language, deliberately injected to prompts in prior works. A key novelty of our approach is the use of an LLM-as-a-judge in a zero-sum betting game. Within this framework, sycophancy serves one individual (the user) while explicitly incurring cost on another. Comparing 11 leading models we find that while most models exhibit significant sycophantic tendencies in the common setting, in which sycophancy is self-serving to the user and incurs no cost on others, seven of the models exhibit ``moral remorse'', five of which significantly over-compensate for their sycophancy in case it explicitly harms a third party. We refer to this phenomenon as `anti-sycophancy' bias and discuss possible causes for this shift.