How to Use AI to REDUCE EFFICIENCY and INCREASE Legal Costs

Legal AI

By Josh Stone, GC of Guardrail Technologies Inc.

The promise of artificial intelligence (AI) in business is to increase efficiency and reduce costs. In contract drafting and negotiation, large language models (LLMs) can produce initial drafts and analyze agreements in seconds—something that might take lawyers hours. Yet despite these advantages, AI often has the opposite effect if not used thoughtfully.

This article explores how misuse of AI in legal processes, especially contract negotiations, can result in wasted time, increased legal bills, and even damaged professional relationships. Here’s how:

1. AI Alone Can’t Read the Room

AI lacks human intuition. While seasoned negotiators can adapt based on expectations or interpersonal cues, AI cannot distinguish between a straightforward licensing agreement and a nuanced, multi-party M&A deal. As a result, LLM-generated documents can misfire—providing content that is overly complex or too simplistic for the situation at hand.

Bottom line: When AI is used without human calibration, it may produce output that is tone-deaf or mismatched to the context, sending the wrong signals to counterparties.

2. Misuse of AI Can Undermine Trust

Contracts are not just about legal terms—they are about relationships. Trust develops through thoughtful negotiation, and parties form impressions based on communication style, fairness, and responsiveness.

Sending an AI-generated draft or commentary that’s not aligned with the stage, scope, or substance of the deal can make the sender appear careless—or worse, disrespectful. AI that generates excessive or irrelevant comments may erode trust and derail negotiations.

Tip: Contract tone, balance, and complexity should be carefully managed by humans—not delegated to AI alone.

3. AI Wastes Time When Not Curated

AI can generate content quickly—but that doesn’t mean it's valuable. Long, verbose emails or sprawling document redlines can result from unedited AI output. These often bury key points in unnecessary fluff, creating confusion and frustration.

Real-world problem: I’ve received AI-written emails that tried to sound impressive but buried the point in flowery language. Instead of helping, it made me think less of the sender.

In contracts, this effect is amplified. AI may flag issues as unfair just because they aren’t symmetrical—without recognizing differences in party roles or deal dynamics.

4. You Might Be Burning Billable Hours—Yours and Theirs

Bad AI output costs real money. Submitting a poor-quality draft to your own lawyer means they’ll spend more time fixing it—possibly at $500 to $3,000 per hour. The same goes for a counterparty’s counsel. When one party sends a document that isn’t fit for purpose, it can needlessly drive up everyone’s legal bills and sour the working relationship.

Advice: Don’t let AI create more work for people who charge by the hour.

5. Thoughtful Integration of AI Can Actually Reduce Costs

Despite the risks, AI can be helpful—if used wisely. Here’s how to integrate it productively:

  • Choose the right lawyer: Before asking your attorney to review AI-generated documents, ask whether they already have a solid starting form for the contract type.

  • Use AI to assist, not micromanage: Don’t use AI to "second-guess" your lawyer or micromanage their process. Instead, collaborate with them on whether AI can streamline drafting.

  • Avoid unfair workloads: Don’t ask an attorney to "bless" a document you generated with AI unless they’ve had meaningful input and are fairly compensated for risk and effort.

6. AI-Generated Comments Should Be Vetted, Not Forwarded

Never copy-paste AI-generated contract comments into an email without review. Sending a note like “please consider the points below” can lead your lawyer to overanalyze irrelevant comments, driving up costs.

Best practice: Vet every AI-generated suggestion:

  • Is it accurate?

  • Is it material?

  • Is it necessary for this deal?

Only send the ones that truly merit discussion.

7. Avoid "Stump the Lawyer" Games and Internal Confusion

Some employees misuse AI to challenge attorneys and impress management. But playing "stump the lawyer" with obscure issues does more harm than good. Managers should ensure:

  • Employees understand how to use AI responsibly

  • Law firms deliver real human expertise—not just AI paraphrasing

  • Legal advice isn’t sourced blindly from machine-generated suggestions

Remember: You shouldn’t pay expert rates for AI-generated boilerplate.

8. Know When to Intervene Like a Human

If you receive a draft or set of comments that’s clearly low quality, it’s okay to pick up the phone. A short conversation between humans can save days of unnecessary legal back-and-forth. Say something like:

“We looked at your draft, and it’s not really appropriate for this deal. Let’s recalibrate and save everyone some time.”

Conclusion:
AI can reduce legal costs—but only when paired with human oversight, strategy, and judgment. If you want efficiency, not frustration, take the time to manage AI properly. Guardrail AI Suite™ provides a safe, effective, and productive means to utilize AI while minimizing risks. Request a demo today!

Josh Stone

General Counsel - Guardrail Technologies™

Josh has practiced corporate law for more than 15 years, including 10 years working primarily on issues related to private investment funds and investment advisers. His practice involves forming private funds and advising on regulations affecting investment advisers. Josh also regularly handles private placements, venture capital investments, and corporate governance and securities work. During his tenure with leading law firms in New York and Miami, Josh worked with some of the largest and best known fund managers in the private investment fund space. Josh served for five years as general counsel and chief compliance officer to the manager of a family of hedge funds and long-only funds.

https://www.linkedin.com/in/joshua-stone-017400122/
Next
Next

Executive Order on AI Education: What It Means for Schools and the Law