3. Practical Prompting Techniques and Real-World Applications

This chapter provides battle-tested prompt templates organized by legal task type. Each section explains the technique, then provides ready-to-use examples you can adapt to your specific needs. Remember: these prompts follow the C.A.S.E. Framework and Prompt Sandwich structure you learned in Chapter 2.

Discovery and Document Review

Discovery is one of the most time-intensive phases of litigation. AI can dramatically accelerate document review, privilege logging, deposition analysis, and exhibit management—but only with properly structured prompts.

Deposition Summary and Analysis

When to Use: After receiving a deposition transcript that requires summarization for trial preparation or motion practice.

Key Technique: Provide clear case theory context so the AI can identify relevant testimony that supports or undermines your position.

Example Prompt:

**INSTRUCTIONS**
Act as a litigation paralegal preparing materials for trial counsel. 
Focus on identifying admissions, inconsistencies with prior testimony, 
and statements that support or undermine our case theory. Flag any 
testimony that may require follow-up in future depositions.

If you identify inconsistencies, cite both the current testimony and 
the conflicting prior statement with specific page and line numbers.

**CONTEXT**
This is an employment discrimination case. Plaintiff alleges she was 
terminated due to age discrimination. This deposition is of the HR 
Director who participated in the termination decision.

Our case theory: Plaintiff was terminated because of age-based comments 
made by her supervisor and a pattern of replacing older employees with 
younger ones.

Defendant's position: Plaintiff was terminated due to legitimate 
performance issues documented in her file.

**INPUT**
Summarize the attached deposition transcript of Sarah Martinez, HR Director.

Focus specifically on:
1. Her knowledge of the supervisor's comments about the plaintiff's age
2. Her involvement in the termination decision-making process
3. Any documentation she reviewed before the termination
4. Her awareness of the company's hiring patterns and employee ages
5. The performance issues she claims justified termination

**OUTPUT**
Provide a summary in this format:

KEY ADMISSIONS (testimony supporting our case)
- Direct quote with [page:line] citation
- Why this matters for our case theory

INCONSISTENCIES (conflicts with other evidence)
- Current testimony [page:line]
- Prior conflicting statement [source and citation]
- Significance

DEFENSE-FAVORABLE TESTIMONY
- Quote with citation
- How defense may use this

CREDIBILITY ISSUES
- Evasive responses
- Areas of uncertainty
- Changes in demeanor

FOLLOW-UP TOPICS
- Issues requiring clarification
- Documents to request
- Additional witnesses to depose

Maximum 5 pages. Include specific page:line citations for all quotes.

Privilege Log Creation

When to Use: When conducting document review for privilege determination and need to draft privilege log entries.

Key Technique: Define specific criteria for privilege while instructing the AI to flag documents requiring human review rather than making final determinations.

Example Prompt:

Exhibit Tagging and Organization

When to Use: When preparing exhibits for trial or organizing discovery productions.

Key Technique: Create consistent categorization schemes that align with your case organization system.

Example Prompt:

Technology Assisted Review (TAR) Training

When to Use: When setting up or refining predictive coding/TAR protocols for large-scale document review.

Key Technique: Use AI to analyze documents and suggest search terms, but always validate findings against actual review results.

Example Prompt:

AI can accelerate legal research, but verification is critical. These prompts are designed to produce research memoranda that still require attorney validation of all citations and legal conclusions.

Statutory Comparison Across Jurisdictions

When to Use: When analyzing how different states or jurisdictions treat the same legal issue.

Key Technique: Request structured comparison that highlights key differences, not just a narrative description.

Example Prompt:

Case Law Synthesis for Motion Practice

When to Use: When researching case law to support a specific legal argument in motion practice.

Key Technique: Structure the AI's analysis around your specific argument, not just general legal principles.

Example Prompt:

Regulatory Compliance Analysis

When to Use: When analyzing whether a client's conduct complies with applicable regulations.

Key Technique: Request step-by-step analysis that applies regulations to specific facts, not generic compliance advice.

Example Prompt:

Drafting and Client Communication

AI excels at drafting when given sufficient context and clear structure requirements. These prompts produce first drafts that require attorney review and refinement.

Discovery Requests (Interrogatories and RFPs)

When to Use: When drafting initial discovery requests or supplementing existing discovery.

Key Technique: Tie each request directly to your case theory and make them specific enough to be non-objectionable.

Example Prompt:

Demand Letters

When to Use: When initiating settlement discussions or making pre-litigation demands.

Key Technique: Balance persuasive advocacy with professional tone; include specific demand and deadline.

Example Prompt:

Client Status Updates and Case Explanations

When to Use: When explaining legal developments to clients in plain language.

Key Technique: Translate legal concepts without being condescending; always include next steps and timeline.

Example Prompt:

Negotiation Strategy and Talking Points

When to Use: When preparing for settlement discussions, mediation, or negotiation meetings.

Key Technique: Request both your arguments and anticipated counterarguments to prepare for back-and-forth.

Example Prompt:

Trial Preparation and Strategy

Trial preparation requires meticulous organization and strategic analysis. These prompts help prepare for witness examination, organize evidence, and draft trial documents.

Witness Preparation and Cross-Examination Planning

When to Use: When preparing to examine a witness or preparing your own witness for testimony.

Key Technique: Organize questions by topic, anticipate objections, and prepare for unexpected answers.

Example Prompt:

Exhibit Organization and Cross-Reference System

When to Use: When organizing trial exhibits and creating exhibit lists for trial.

Key Technique: Create a system that allows quick retrieval during trial and shows relationships between exhibits.

Example Prompt:

Motion in Limine Strategy

When to Use: When preparing pre-trial motions to exclude or admit evidence.

Key Technique: Identify specific evidence to exclude, legal basis, and practical trial impact.

Example Prompt:

Chapter Summary

This chapter provided comprehensive, ready-to-use prompt templates organized by legal task:

Discovery and Document Review: Deposition summaries, privilege logs, exhibit tagging, TAR training

Legal Research and Analysis: Multi-jurisdictional statutory comparison, case law synthesis, regulatory compliance analysis

Drafting and Client Communication: Discovery requests, demand letters, client updates, negotiation strategy

Trial Preparation and Strategy: Witness examination outlines, exhibit management systems, motions in limine

All examples follow the C.A.S.E. Framework and can be customized for your specific matters. Remember:

  • Always verify AI-generated legal conclusions

  • Redact confidential information before using public AI tools

  • Treat all AI output as a first draft requiring attorney review

  • Build your own library of successful prompts

In the next chapter, we'll address the critical ethical considerations that must guide all AI use in legal practice, including verification duties, confidentiality protection, and professional responsibility compliance.


In Chapter 4, we'll explore the ethical guardrails and mandatory review protocols that ensure your AI use complies with the Rules of Professional Conduct.

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