Entrainment, the responsive communication between interacting individuals, is a crucial process in building a strong relationship between a mental health therapist and their client, leading to positive therapeutic outcomes. However, so far entrainment has not been investigated as a measure of efficacy of large language models (LLMs) delivering mental health therapy. In this work, we evaluate the linguistic entrainment of an LLM (ChatGPT 3.5-turbo) in a mental health dialog setting. We first validate computational measures of linguistic entrainment with two measures of the quality of client self-disclosures: intimacy and engagement (p < 0.05). We then compare the linguistic entrainment of the LLM to trained therapists and non-expert online peer supporters in a cognitive behavioral therapy (CBT) setting. We show that the LLM is outperformed by humans with respect to linguistic entrainment (p < 0.001). These results support the need to be cautious in using LLMs out-of-the-box for mental health applications.

Large Language Models (LLMs) are increasingly deployed in socially complex, interaction-driven tasks, yet their ability to mirror human behavior in emotionally and strategically complex contexts remains underexplored. This study assesses the behavioral alignment of personality-prompted LLMs in adversarial dispute resolution by simulating multi-turn conflict dialogues that incorporate negotiation. Each LLM is guided by a matched Five-Factor personality profile to control for individual variation and enhance realism. We evaluate alignment across three dimensions: linguistic style, emotional expression (e.g., anger dynamics), and strategic behavior. GPT-4.1 achieves the closest alignment with humans in linguistic style and emotional dynamics, while Claude-3.7-Sonnet best reflects strategic behavior. Nonetheless, substantial alignment gaps persist. Our findings establish a benchmark for alignment between LLMs and humans in socially complex interactions, underscoring both the promise and the limitations of personality conditioning in dialogue modeling.