How to Ask AI "Are You Sure?" for Better Legal Research Accuracy!

Lawyers need to be “sure” their AI use is accurate

Legal professionals increasingly rely on AI tools like ChatGPT, Claude, and Google Gemini for research and document preparation. However, these powerful tools can produce inaccurate information or "hallucinations" — fabricated facts, citations, or legal precedents that appear credible but don't exist. A simple yet effective technique is asking AI systems "Are you sure?" or requesting verification of their responses.

The "Are You Sure?" Technique:

When you ask ChatGPT, Claude, or similar AI tools "Are you sure about this information?" they often engage in a second review process. This prompt triggers the AI to:

  • Re-examine the original question more carefully

  • Cross-reference information internally

  • Flag potential uncertainties in their responses

  • Provide additional context about confidence levels

For example, after receiving an AI response about case law, follow up with: "Are you sure this case citation is accurate? Please double-check the details." This often reveals when the AI is uncertain or has potentially fabricated information.

Other AI Verification Features

Google Gemini offers a built-in "double-check" feature that uses Google Search to verify responses against web sources. However, this feature can make mistakes and may show contradictory information.

Claude AI focuses on thorough reasoning and can be prompted to verify complex legal analysis through step-by-step breakdowns.

ChatGPT can be instructed to provide sources and verify information when specifically requested, though it requires explicit prompting for verification.

Essential Legal Practice Reminders 

While AI verification techniques help identify potential inaccuracies, they never replace the fundamental duty of legal professionals to verify all citations, case law, and factual claims. Recent court cases have imposed sanctions on attorneys who submitted AI-generated content without proper verification. If you don’t, you run the risk of running afoul of the ABA Model Rules of Professional Conduct — including Rule 1.1 (Competence), which requires the legal knowledge, skill, and thoroughness reasonably necessary for representation; Rule 1.1, Comment 8, which stresses that competent representation includes keeping abreast of the benefits and risks associated with relevant technology; Rule 1.3 (Diligence), which obligates attorneys to act with commitment and promptness; and Rule 3.3 (Candor Toward the Tribunal), which prohibits attorneys from knowingly making false statements or failing to correct false material before the court.

Best practices for legal AI use include:

  • Always verify AI-generated citations against primary sources

  • Never submit AI content without human review

  • Maintain clear policies about AI use in your practice

  • Understand that professional responsibility remains with the attorney, not the AI tool

The "Are you sure?" technique serves as a helpful first-line check when you notice something seems off in AI responses, but thorough legal research and verification remain your professional responsibility. Your reputation and bar license could depend on it.

🎙️ Ep. #115: Legal Technology Mastery with Law Librarian Jennifer Wondracek – Essential AI Tools and Skills for Modern Lawyers.

Our next guest is Jennifer Wondracek, Director of the Law Library and Professor of Legal Research and Writing at Capital University Law School. Jennifer shares her expertise as a legal technologist and ABA Women of Legal Tech Honoree. She addresses three vital questions: the top technological tools law students and lawyers should leverage, strategies to help new attorneys adapt to firm technologies, and ways law firms can automate routine tasks to prioritize high-value legal work. Drawing on her extensive experience in legal education and technology, Jennifer emphasizes practical solutions, the importance of transferable skills, and the increasing role of generative AI in modern legal practice.

Join Jennifer and me as we discuss the following three questions and more!

  1. As Head Librarian at Capital University Law School, what are the top three technological tools or resources that you believe law students and practicing lawyers should be leveraging right now to enhance legal research and client service?

  2. What are the top three strategies that lawyers can use to help law students clerking for a firm, or new attorneys, quickly adapt to become proficient with the technology platforms and tools used in their practice, particularly when these tools differ from what they learned in law school?

  3. Beyond legal research, what are the top three ways law firms and solo practitioners can use technology to automate routine tasks and create more time for high-value legal work?

In our conversation, we cover the following:

[01:03] Jennifer’s Current Tech Setup

[06:27] Top Technological Tools for Law Students and Practicing Lawyers

[11:23] Case Management Systems and Generative AI

[23:15] Strategies for Law Students and New Attorneys to Adapt to Technology

[31:03] Permissions and Backup Practices

[34:20] Automating Routine Tasks with Technology

[39:41] Favorite Non-Legal AI Tools

Resources:

Connect with Jennifer:

Mentioned in the episode:

Hardware mentioned in the conversation:

Software & Cloud Services mentioned in the conversation: