6 minutes

Evaluating Generic AI for Legal Work: Beware of These Red Flags

List of red flags to watch out for when using commercial-grade AI tools and when it’s best to upgrade to legal-specific AI systems.
Written by
Monica McClure
Published on
August 27, 2025

This guide helps you protect your firm when using generic Artificial Intelligence (AI) tools, such as ChatGPT, Comet, Claude, or other generative AI tools. It’s essential to have a clear understanding of the full implications of using AI in the legal space, as well as guidelines for choosing and implementing AI tools wisely. Here are some key considerations to watch out for when evaluating AI tools, along with guidance on determining when it’s time to upgrade to a purpose-built legal AI. 

While generic, commercially available AI tools may seem cost-effective initially, consider the hidden costs: time spent verifying outputs, potential malpractice exposure, inability to handle confidential work, and limited functionality for complex legal tasks. Purpose-built legal AI tools offer better ROI when factoring in accuracy, security, and specialized functionality, and, most importantly, safeguard your firm from data breaches. 

Most likely, AI already permeates aspects of your personal life and basic work tasks—whether it’s being used to manage schedules, edit documents, or draft emails—so the onus is on you to supervise and leverage AI use responsibly wherever it may overlap or link up with legal work. 

Red Flag #1: Vague Privacy and Data Security Claims

AI vendors who provide generic privacy statements without specific details about data handling, encryption standards, or compliance certifications risk disastrous data breaches. Your client communications, case files, and strategic documents contain highly sensitive information. Make sure your privileged attorney-client communications are secure and in compliance with HIPAA requirements in cases involving medical records.

General AI Limitation: 

No Attorney-Client Privilege Protection: Most general AI tools explicitly state that conversations may be reviewed by human trainers and used to improve their models. This makes them unsuitable for any work involving confidential client information.

Questions to Ask:

  • Where is data stored and processed (cloud servers, geographic location)?
  • What specific encryption standards are used?
  • Do they have SOC 2 Type II certification?
  • How is data permanently deleted when you terminate service?
  • What happens to your data if the company is acquired or goes out of business?

For example, a generative AI model like Claude AI states that it does not train its models on user data without permission, making it a stronger option for data privacy and security. General-purpose LLMs (e.g., OpenAI's ChatGPT, Google's Bard) carry higher confidentiality and intellectual property risks, as they are more prone to "hallucinating" or providing inaccurate information, due to their limited understanding of legal workflows and source material.

Red Flag #2: No Clear Accuracy Metrics or Validation

Vendors who can't provide specific accuracy rates, error analysis, or independent validation of their AI outputs could damage your reputation and your clients’ cases. For example, in personal injury cases, a missed statute of limitations due to AI miscalculation could result in malpractice liability. Likewise, in employment law, misinterpreting wage and hour regulations can undermine your case and damage your firm’s trustworthiness. 

General AI Limitation: 

Hallucination Risk: General AI tools are notorious for creating convincing but completely fabricated case citations, statutes, and legal principles. The recent sanctions against attorneys who submitted briefs with fake AI-generated citations underscore this risk.

Questions to Ask:

  • What is the documented accuracy rate for legal document analysis?
  • How often is the AI model updated with new case law and regulations?
  • Can you provide examples of how the system handles edge cases in PI or employment law?
  • What validation testing has been conducted by independent third parties?
Red Flag #3: Broad "One-Size-Fits-All" Legal Solutions

Be wary of legal AI tools that are marketed broadly to all practice areas without specialization in plaintiff work or your specific legal domains.

This is important because, for example, personal injury and employment law have unique procedural requirements, statutory frameworks, and strategic considerations that require specialized attention. Generic AI trained primarily on corporate law or criminal defense won't understand the nuances of calculating pain and suffering damages or navigating EEOC procedures.

Red Flag Indicators:

  • Marketing materials that list dozens of practice areas or general applications
  • No mention of plaintiff-specific features
  • Absence of PI or employment law specialists on their development team
  • Generic templates that don't account for state-specific requirements
Red Flag #4: Opaque Decision-Making

Be cautious of AI systems that fail to explain how they reach their conclusions or recommendations. As you know, it’s crucial to understand and defend every aspect of your case strategy. If you can't explain to a client, opposing counsel, or judge how your AI tool calculated damages or identified relevant precedent, you lose credibility and potentially compromise your case.

Green Flag - Essential Features:

  • Clear explanations of reasoning and data sources
  • Ability to trace recommendations back to specific legal authorities
  • Transparency about confidence levels and limitations
  • Option to modify or override AI suggestions with human judgment
Red Flag #5: Inadequate Training Data Disclosure

Beware of AI vendors who won't specify what legal databases, case law, or documents were used to train their AI models. If the AI was primarily trained on defense-oriented materials or lacks sufficient plaintiff case examples, its recommendations may be biased against your clients' interests. Additionally, training data that's outdated or from irrelevant jurisdictions could lead to poor advice.

Critical Questions to Ask:

  • What specific legal databases were used in training?
  • How much plaintiff vs. defense case law is included?
  • What's the geographic and temporal scope of the training data?
  • How frequently is the training data updated?

General AI Limitations:

Lack of Current Legal Updates: These tools have knowledge cutoffs and may not reflect recent changes in law, regulations, or case precedents that could be crucial to your cases.

Red Flag #6: Unrealistic, Human-Dismissive Promises

Beware of vendors suggesting AI can replace human legal expertise. Legitimate AI tools enhance human capabilities but don't replace professional judgment. Vendors making unrealistic promises are either overselling their technology or failing to grasp the complexities of legal practice.

Warning Signs:

  • Claims of "90% time savings" or "guaranteed case wins"
  • Suggesting AI can handle entire cases without human oversight
  • Pressure to sign long-term contracts based on projected savings
  • Testimonials that sound too good to be true
Red Flag #7: Poor Integration Capabilities

AI tools that can't integrate with your existing case management system, document management platform, or other essential software can negate efficiency gains from AI. If you're constantly switching between systems or manually transferring data, you're not getting the full benefit of AI.

Green Flag - Integration Essentials:

  • API compatibility with major legal software platforms
  • Seamless data import/export capabilities
  • Single sign-on (SSO) support
  • Customizable workflows that match your practice patterns
Red Flag #8: Inadequate Customer Support and Training

Limited onboarding, no ongoing training, or customer support that doesn't understand legal practice requirements can lead to your firm missing out on the AI’s full potential. Legal AI tools require proper implementation and ongoing optimization. 

Support Must-Haves:

  • Dedicated legal industry customer success managers
  • Comprehensive training programs for all user levels
  • Regular check-ins to optimize usage
  • 24/7 technical support during critical periods
When to Graduate to Purpose-Built Legal AI

You should consider transitioning to specialized legal AI tools when:

Handling Sensitive Information: Any work involving actual client data, case files, or privileged communications requires enterprise-grade security and attorney-client privilege protection that only purpose-built legal tools can provide.

Conducting Critical Research: When case outcomes depend on accurate legal research, you need tools with verified legal databases, real-time updates, and accountability for accuracy.

Managing Complex Cases: Personal injury cases with multiple defendants, extensive medical records, or complex damages calculations require AI trained specifically on PI law patterns and precedents.

Processing Large Volumes of Information: Employment and personal injury cases often involve thousands of documents that require AI tools designed for legal document review and analysis.

Meeting Court Requirements: Some jurisdictions now require disclosure when AI-assisted documents are filed. Purpose-built legal AI tools often provide the documentation and audit trails needed for such disclosures.

Making the Smart Choice

Not every AI tool displaying these red flags should be automatically rejected, but each concern should be thoroughly investigated. The vendors worth your trust will welcome tough questions and provide detailed, specific answers. They understand that your reputation and your clients' outcomes depend on the reliability of their technology. Take the time to evaluate thoroughly, demand transparency, and trust your professional instincts. 

The right AI tools can genuinely transform your practice, helping you serve more clients effectively while building stronger cases. Choose a partner who understands the stakes as well as you do.

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