Legal Prompting 101 for In-House Legal Teams: How LLMs Work and Where They Fail

In-house legal teams are already using AI. What these tools actually do — and where they fail — is a different matter. As of April 2026, more than 1,300 court decisions across 34 jurisdictions involve hallucinated AI output. Error rates are now high enough that unverified output has become a real legal liability. For in-house counsel and legal operations leaders alike, the question is no longer whether to use AI. It is how to use it well, how to spot the failure modes early, and how to build a legal function that does both consistently. Join us on Tuesday, June 9, 2026, at 12:00 PM ET as Andy Arnold, Solutions Attorney & Legal Engineer at Ivo, and Bruno Jacob, Lead AI Researcher at Ivo, walk through the mechanics of large language models, the failure modes that matter most for legal work, and what the research actually says about reducing them. This session is built for legal and ops teams who want to understand AI from the ground up — no technical background required — and leave with concrete habits that make AI-assisted work more reliable across contract review, intake, research, and workflow automation. What You’ll Learn: How large language models actually work — what is happening under the hood when you submit a legal prompt The failure modes that matter most for in-house legal work, including hallucination, sycophancy, and context drift, and where each tends to appear How to structure prompts for higher accuracy across contract review, vendor evaluation, intake triage, legal research, and drafting Which model settings — temperature, system prompts, context windows — are worth knowing, and when to adjust them How to build team-wide habits, verification checklists, and review protocols that make AI-assisted output more consistently reliable across the legal function Who Should Attend: This program is designed for in-house counsel, legal operations leaders, contracts managers, and members of corporate legal teams who use, build, evaluate, or oversee AI tools in legal workflows. No technical background is required. It will be especially useful for legal and ops professionals responsible for AI adoption and rollout, internal training, prompt and policy development, vendor evaluation, or quality control of AI-assisted output across the legal department. There is NO COST to attend this program! This program is FREE, thanks to our sponsor, Ivo! Can’t make it to the live program? The recording will be available in our Free Video Library.