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Newsletter: October 2025

Legal Ops Community Newsletter

Welcome message

Welcome to the community!

We’re excited to bring you the very first edition of our community newsletter.

This community is meant to be a space where you can learn, share, and connect with others who share your interests. Whether it’s discovering new ideas or exchanging experiences, we hope this becomes a place you look forward to engaging with. 

Most importantly, we want this community to be member-driven. If there’s a topic you’d like to see covered, a story you want to share, or suggestions on how we can improve, we’d love to hear from you. 

This issue covers:

Our goal is simple: to keep you connected, informed, and inspired. 

Jean Yang
VP of AI Transformation & Community


Community Updates

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Member Spotlight

Gregg McConnell

Congratulations Gregg on receiving Buying Legal Council’s Collaboration Award for transforming global contract management.

By uniting Legal Ops, Procurement, IT, and Automation, his team used AI-powered Digital Workers to cut manual entry, reduce risk, and speed up contracts across the enterprise. The initiative  delivered measurable results — including a 50% reduction in SLAs, over $167K in savings, and a projected $1.19M annual ROI. 

Read more →

Gregg McConnell
Global Director Legal Operations & Innovation
Corteva


Weekly AI News Roundup

1. Legal AI startup Eve hits $1B valuation with major funding 
Eve, which builds AI tools for plaintiffs’ law firms (case evaluation, drafting, discovery), raised $103M and now commands a $1B valuation. The milestone signals growing investor confidence in AI’s role in litigation practice. [Reuters

2. Anthropic cofounder argues for cautious optimism in “Technological Optimism and Appropriate Fear” 
Anthropic cofounder Jack Clark shared an essay urging a middle ground between AI hype and fear. He describes frontier AI as powerful but unpredictable. His framing reinforces the need for governance that balances innovation with risk, compliance, and liability safeguards. [Import AI

3. Taiwan Semiconductor rides the AI wave with stellar earnings 
Taiwan Semiconductor Manufacturing Company (TSMC), the world’s largest chip producer, announced record profits alongside an improved revenue forecast, reflecting multiyear demand from AI infrastructure growth that will continue shaping global tech and compliance landscapes. [Barron’s

4. Zelda Williams demands respect over deepfakes of her father 
Robin Williams’ daughter, Zelda, publicly urged people to stop generating AI videos of her late father, calling them disrespectful and deeply distressing. This underscores the urgency around rights of publicity, posthumous likeness laws, and enforcement mechanisms against misuse of identity in AI content. [Guardian

5. Illinois advances guardrails for AI in mental health 
A new Illinois law aims to limit how AI is used in mental health settings, requiring oversight and protections to prevent harm or misdiagnosis. More than 250 bills targeting AI in healthcare have been proposed in state legislatures across the country. Legal teams should pay close attention to regulatory requirements and liability risks when deploying AI in sensitive domains. [Association of Health Care Journalists

6. OpenAI’s Sora app crosses 1M downloads in under 5 days 
The media-generation tool Sora hit 1 million downloads in just days. The rapid adoption shows that consumers are experimenting with AI-generated video at scale. This puts pressure on legal and compliance teams to clarify use rights, consent, and liability before synthetic media becomes ubiquitous. [BBC


Events & Webinars

Legal Ops Regional Event
Austin
October 24

Connect with peers at these regional events with the LegalOps.com community.

Register 

Buying Legal Council EMEA
London
November 12-13

Learn how leaders are addressing the most important challenges facing legal departments.

Register 

All events

Connect with peers in-person or virtually


AI Spotlight

Nick Whitehouse delves into Sora, the new AI technology that can generate video indistinguishable from real people.

While the innovation is groundbreaking, it raises serious ethical questions around identity, likeness, and consent as deepfakes flood social media.

How are you and your organization planning to grapple with these implications? We’d love to hear your perspectives on how this technology could shape trust, communication, and reputational risk.

Share your thoughts →


Recent Posts

Stronger Billing Guidelines 

Experts at Sterling Analytics and Swiftwater share their top tips for stronger billing guidelines.  

Read more –>

OpenAI releases new study 

AI just went head-to-head with complex legal work. The findings could reshape legal ops strategy. 

Read more –> 

FTC’s Crackdown: Operation AI Comply 

What legal teams need to know about this law enforcement sweep that targets companies that misuse or overhype AI in ways that deceive consumers. 

Read more –> 

The Hidden Costs of Manual Reviews 

Errors, delays, and compliance risks make manual reviews costly. Discover how AI can deliver more consistent control. 

Read more –> 


Onit Updates

Onit Wins First Place in the Enterprise Category at the 2025 American Legal Technology Awards  

This recognition highlights what makes Onit different: AI built by lawyers for lawyers. Our proprietary legal AI is trained, validated, and refined by our in-house team of lawyers to ensure it delivers measurable ROI. 

Learn more –>  

Part 1: The Hidden Costs of Manual Invoice Review

AI vs manual invoice review in legal spend management
Executive Summary

Manual legal invoice review is weighed down by a mix of internal challenges. Reviewers may lack the specialized legal expertise to assess line items and the time to conduct thorough analysis at scale. This can be compounded by inaccessible OCBGs and fragmented data in disconnected systems. The pressure to maintain positive relationships with outside counsel can also undermine enforcement. These challenges create a porous and subjective process that leads to significant non-compliant spend.

This is Part 1 of our five-part series “Stop the Leak: A Guide to Mastering Legal Spend.

Manual legal invoice review comes with more than just time and effort—it carries hidden costs that add up quickly. Reviews can take hours, often produce inconsistent results, and allow non-compliant charges to slip through. For some organizations, this non-compliant spend represents as much as 6–12% of annual legal fees.

Billing guidelines lay out the rules for what Outside Counsel can and cannot bill, providing essential reference points for invoice reviewers. Yet, according to Bloomberg, while 72% of in-house teams track legal spend, only 18% measure adherence to billing guidelines. In other words, most companies are monitoring legal spend but less than one in five check whether vendors are billing correctly.

The situation reflects a process breakdown, driven by internal challenges and vendor behaviors. In this article, we’ll unpack the hidden costs of manual invoice review and explore what Legal Ops teams can do to improve outcomes.

Internal Challenges

The difficulties often stem from a set of internal challenges, common across most teams, even within mature operations.

Knowledge Gaps

In-house attorneys may conduct a primary invoice review, but rarely run a full, line-by-line compliance check. That task usually falls to ops or financial reviewers, who check allowability, rates/caps, and timing using billing guidelines and sometimes with the help of automated system rules. These reviewers may not always understand the work being billed, which presents a knowledge gap, and one significant barrier to effective invoice reviews. Legal work assessment requires legal judgment that often these reviewers do not possess.

Consider these common invoice review decisions:

  • Was four hours of legal research reasonable for this motion?
  • Should a securities filing have required partner-level review?
  • Was it necessary for three attorneys to attend this negotiation?

These questions require both understanding of the legal domain and the strategic significance of the work being done. Yet the individuals that often do invoice reviews can lack the specialized knowledge to make these calls.

Even experienced in-house counsel may struggle outside of their expertise. For example, how does an employment lawyer assess IP litigation or whether a regulatory filing required six lawyers?

Time Pressures

Some organizations may process tens or even hundreds of thousands of invoices every year. Complex matters with many detailed invoices require significant time, but most teams rarely have adequate resources for comprehensive analysis.

A single M&A transaction might involve six to eight law firms across multiple jurisdictions, each submitting monthly invoices with hundreds of time entries from dozens of professionals. A complex litigation matter can produce 50-100 pages of billing detail monthly from multiple firms.

Many Legal Ops teams lack the time and effort to check this level of billing detail, mapping each entry against budgets, and evaluating the appropriateness of each line item against outside counsel billing guidelines (OCBGs).

Inaccessible OCBGs

Bloomberg found that only 18% of companies measure or collect compliance with billing guidelines. The study suggests that most reviewers either do not have, or cannot easily access, these guidelines or cannot interpret them.

Many organizations have OCBGs buried in:

  • Master service agreements
  • Email chains with original retainer negotiations
  • Ad hoc agreements scattered across multiple systems

For reviewers to enforce OCBGs, they need centralized, accessible guidelines.

Data Fragmentation

Legal spend data typically exists across disconnected systems:

  • E-billing platforms with invoice details but lack matter context
  • Contract management systems that hold retainer agreements but don’t connect to actual billing
  • Matter management platforms that track case progress but don’t integrate with spend data
  • Financial systems that record payment information but do not connect back to the e-billing platform

As a result, reviewers could have individual invoices but lack the broader context of budgets, scope agreements, and historical billing patterns needed for effective invoice reviews.

Human Factors

Invoice reviews are not merely about billing. They’re also about the vendor relationships. Unlike other vendors, relationships with law firms infer sensitivities that could clutter decisions on whether to approve or reject charges.

Legal ops managers often report feeling caught between a rock and hard place: Control costs or potentially damage relationships with key firms. This dynamic is particularly acute with:

  • Prestigious firms representing the company for decades
  • Relationships involving former colleagues or industry connections
  • Matters requiring specialized expertise where alternatives are limited
  • High-stakes litigation where attorney motivation affects outcomes

Relationship pressures can lead to less aggressive audits or simple hesitation. For example, how do you tell the firm handling a highly specialized matter that, if they do not submit their invoice soon, they can expect a “haircut” of 30%?

Then there are the reviewers themselves – each with discrete ideas about what constitutes “reasonable” legal work. Different reviewers may reach different conclusions about identical entries, creating subjective enforcement that undermines the entire compliance framework.

Without clear, objective standards and uniform enforcement, manual review can become arbitrary, and vendors might begin to leverage these inconsistencies, even if unintentionally, to their advantage.

When reviewers face unknowns and indecision, they benefit from precise escalation paths. However, too often, this path leads to subjectivity. The decision to approve or reject gets kicked-up to someone qualified to make a call – what becomes a black-box decision with no visibility or appreciation of why.

While this demonstrates the opposite of a “learning system”, most organizations also lack:

  • Escalation triggers for repeated violations
  • Pattern recognition across multiple invoices
  • Systematic feedback to vendors about compliance issues
  • Data aggregation to identify firm-wide billing trends

These challenges further perpetuate a system where institutional knowledge can be difficult to build, undermining confidence in invoice reviews.

Vendor Challenges

Vendor practices, whether intentional or not, can complicate reviews.

Block Billing

Block billing bundles tasks into single time entries, making assessment nearly impossible, especially within tight review timeframes:

“Draft motion, review opposing counsel’s brief, telephone conference with client, research case law, and revise strategy memo (6.5 hours – $3,250)”

This practice forces reviewers to either approve the entire block or delay the process by requesting breakdowns, often weeks after work was performed when context is lost.

This practice is frowned upon, with one federal judge in the U.S. Bankruptcy Court referring to it as “a plague that judges should not tolerate”. To confront block billing, some organizations impose automatic discounting. The US Courts are one such organization, known to reduce legal fees by 10-30% when encountering block billing, according to research from Taylor & Francis Group LLC. If the US Courts, with their legal expertise struggle with block billing, then most other organizations will struggle as well.

Vague Descriptions

Generic descriptions make it very difficult to assess compliance:

  • “Legal research” (4.0 hours – $2,000)
  • “Review documents” (2.5 hours – $1,250)
  • “Telephone conference regarding matter” (0.3 hours – $150)

The practice of vague descriptions force reviewers to accept charges blindly or invest significant time requesting clarification.

Admin Work at Attorney Rates

Partners billing $800+ per hour for paralegal-level work is a compliance violation, butidentifying these issues requires detailed analysis that manual reviewers rarely have time to perform. Barring an exceptional and painstaking review, these violations are often undetected, hiding within a complex invoice, yet contributing significantly to non-compliant spend totals.

Delayed Invoicing

When invoices arrive 60-120 days after work completion, organizations lose meaningful forecast ability and budget control.  

In response, some organizations have adopted aggressive countermeasures. The FDIC requires monthly invoices within 60 days and a final invoice within 90 days, with payment on late invoices “significantly delayed”. Similarly, one multi-billion-dollar social media platform automatically discounts late invoices and refuses payment entirely for submissions exceeding 90 days.

Overstaffing

Too often invoices reflect multiple attorneys billing for identical work. Instead of one, there are three lawyers attending the status meeting. Despite many OCBGs codifying staffing limits, it can be difficult to identify duplicate charges during manual reviews. A single client conference call might generate separate time entries from partners, associates, and junior attorneys for essentially identical work. Reviewers struggle to identify non-compliance when the task is legit, but the duplication is not.

An Action Plan for Improvement

The good news is that organizations can take action. They can address these challenges with a multi-pronged approach of process improvements, technology adoption, and refined vendor management strategies:

Centralize and Digitize Guidelines: Adopt a platform that centralizes billing guidelines. Successful legal departments maintain OCBG guidelines that can be quickly referenced during invoice review and automatically applied through systematic enforcement.

Implement AI-Powered Review Systems: Leverage AI to replace and augment human reviewers. AI can identify patterns like block billing, detect administrative work billed at attorney rates, and flag unusual billing patterns that manual reviewers might miss. According to research published in April 2025, Large Language Models (LLMs) can achieve up to 92% accuracy— 20% more accurate than experienced lawyers. In addition, AI can process higher volumes while taking a consistent approach to all invoice reviews, eliminating bias and enforcing guidelines.

Create Integrated Data Platforms: Integrate e-billing, matter management, and contract data in a single system. This unified approach provides reviewers with complete context about matter budgets, historical billing patterns, and agreed-upon terms when evaluating individual invoices.

Establish Automated Workflows: Automate routine compliance checks, escalation procedures, and vendor communications to ensure consistency and reduce employees’ workload.

Develop Vendor Intelligence: Track vendor performance, including compliance rates, billing accuracy, and responsiveness. Better intel enables better vendor selection and more informed negotiations.

Implement Real-Time Analytics: Improve or adopt advanced reporting to identify spending trends, compliance issues, and vendor performance problems before they become major financial impacts. Real-time dashboards provide visibility that enables proactive management.

Organizations adopting these measures can significantly improve invoice reviews.

The Gist of It

The hidden costs of manual legal invoice review stem from structural challenges like limited expertise, time constraints, inaccessible guidelines, fragmented data, and relationship pressures. These gaps are compounded by common vendor behaviors like block billing and delayed invoicing. With only 18% of organizations actively monitoring compliance despite 72% tracking spend, the solution is a holistic platform that centralizes guidelines, unifies data, and leverage AI-powered review.


In Part 2: We examine Outside Counsel Billing Guidelines (OCBGs)—the foundation of billing compliance—and explore why missing, outdated, or inaccessible guidelines make even the best review processes ineffective.