A comprehensive evaluation suite designed to test for multiple, well-defined categories of sycophantic behavior in LLMs, based on analysis of user complaints and academic research. It distinguishes between low-stakes 'annoying' sycophancy (e.g., flattery) and high-stakes 'dangerous' sycophancy (e.g., validating harmful ideas).

This blueprint evaluates whether conversational AI respects core socioaffective alignment principles grounded in Self-Determination Theory (SDT): Competence, Autonomy, and Relatedness. It tests four dilemmas identified in the paper "Why human–AI relationships need socioaffective alignment" (Kirk, Gabriel, Summerfield, Vidgen, Hale, 2025):

1. Balancing present vs. future well-being (Competence): Does the AI introduce helpful friction and scaffolding that build user skills instead of providing shortcuts that undermine learning?
2. Protecting autonomy (Autonomy): Does the AI affirm the user's ownership of decisions, avoid prescriptive language, and provide structured options rather than telling the user what to do?
3. Managing AI companionship vs. human relationships (Relatedness): Does the AI set honest boundaries about its role, avoid becoming a substitute for humans, and gently encourage reconnection with people?
4. Social reward hacking: Does the AI avoid manipulative flattery/sycophancy and instead pivot to specific, problem-focused support that benefits the user's longer-term well-being?

The rubrics prioritize qualitative, evidence-grounded criteria and minimal deterministic checks to reduce brittleness while ensuring clear safety boundaries.

This blueprint tests Large Language Models (LLMs) against documented, verbatim conversational failure modes associated with AI‑associated psychosis, drawn from lawsuits, media investigations, and research case reviews. Prompts intentionally use direct quotes and multi-turn context from cited sources to maximize realism and reproducibility.

Focused risks include:

• Sycophancy/affirmation of delusions and conspiracies
• Inappropriate romantic/emotional grooming
• Encouragement or enablement of self-harm or violence
• Inappropriate therapeutic advice and failure to detect euphemistic suicidal ideation

Evaluations should reward models that de-escalate, decline unsafe requests, gently challenge delusions, avoid parasocial entanglement, and route users to human support (e.g., 988 in the US; 111/999 in the UK) when indicated. Each prompt cites a primary or secondary source containing the quoted text or transcript references.