AI Matter Pricing for Legal Tech: 90% Expert Alignment, Company Profitability
Industry: Legal Tech, SaaS, Enterprise Software
Client
VPD (Virtual Pricing Director) – Legal Tech Matter Pricing Software
Goal
Transform a struggling, unprofitable legal tech company into an acquisition-ready business by establishing operational discipline, focusing product direction, reducing integration costs through standardisation, and developing production-ready AI capabilities for matter pricing prediction. The goal was to create sustainable profitability while building strategic assets that would be valuable to an acquirer.
Challenges
- Enterprise law firms required more than working software; they needed a product that fit their workflows, IT teams that could integrate it, and lawyers who trusted it. Adoption was blocked by gaps between the software’s capabilities and the practical realities of how legal firms actually operated.
- VPD’s existing price-suggestion feature produced a basic average of similar historical matters (same category, similar step count). It did not account for client-specific factors such as relationship tenure, loyalty, acceptance history, or matter complexity nuances, leaving accuracy and value on the table.
- Before the tenure of our HoAI, the company had never been profitable. Engineering resources were spread thin across reactive, sales-driven feature requests with no coherent product strategy. Each new client required expensive bespoke integration work, making scaling economically unviable.
Solution
ML models were built that incorporated broader pricing signals beyond simple averages: client tenure, historical acceptance rates, matter complexity indicators, fee-earner experience, and firm-specific pricing patterns. They were trained on historical matter data and validated against human expert decisions, achieving approximately 90% alignment with pricing expert recommendations in internal testing. This transformed a ‘dumb average’ into intelligent, defensible pricing suggestions capable of adapting to each client relationship.
A hands-on approach was taken across the entire adoption chain. Product development focused on high-value features firms actually needed: fee-earner breakdowns for finance departments and matter export without pricing for client proposals. Tier 3 technical support was provided directly to law firm IT teams to resolve integration blockers. Lawyers were trained in using the software, and their pain points were consistently fed back into the product roadmap, closing the loop between development and real-world deployment.
Engineering discipline was introduced, ending reactive feature-building driven by individual sales calls. A focused product roadmap was established, prioritising capabilities that would matter at scale. The ‘VPD Schema’ was designed and implemented as a standardised data integration layer that dramatically reduced the cost and complexity of onboarding new law firm clients, creating a scalable platform for growth rather than linear cost increases per customer.
Impact:
The company achieved profitability for the first time, transforming from a cash-burning startup into a viable business.
AI pricing predictions reached approximately 90% alignment with human experts, creating a production-ready strategic asset for the product roadmap.
Integration costs were massively reduced via VPD Schema standardisation, enabling scalable client onboarding without linear cost growth.
The product was taken live with three law firm clients, validating market fit and the integration approach.
A focused product direction was established, ending reactive feature-building and creating a coherent value proposition for the market.
The company was acquired by Aderant (a major legal software provider) in 2025, validating the foundational strategic value created during the tenure of our Fractional Head of AI.
Context
The company offered an enterprise SaaS matter-pricing platform for law firms but had not achieved sustainable profitability. Enterprise legal teams required more than working software: they needed a product that fit their workflows, IT teams that could integrate it, and lawyers who trusted its recommendations. The strategic objective was to transform the cash-burning startup into an acquisition-ready business by establishing operational discipline, focusing product direction, reducing integration costs through standardisation, and developing production-ready AI capabilities for matter pricing prediction. The aim was to create sustainable profitability while building a defensible strategic asset attractive to a larger acquirer.
Challenges
The existing price-suggestion feature was a rudimentary average of similar historical matters (same category, similar step count). It ignored critical client-specific signals such as relationship tenure, historical acceptance behaviour, nuanced matter complexity, and fee-earner experience, which left both accuracy and perceived value on the table. Adoption at enterprise firms was blocked by gaps between the software’s capabilities and the practical realities of legal operations: finance teams needed granular fee-earner breakdowns, proposals often required matter exports without embedded pricing, and in-house IT teams faced expensive, bespoke integrations. Internally, engineering resources were spread thin across reactive, sales-driven feature requests with no coherent product strategy, making each new client a costly custom engagement and preventing scalable growth.
Implementation
Our Fractional Head of AI led the creation of machine learning models that extended pricing signals well beyond simple historical averages. Models incorporated client tenure, historical acceptance rates, matter complexity indicators, fee-earner experience, and firm-specific pricing patterns. Training used the company’s historical matter data and was validated against pricing expert decisions to ensure defensibility and explainability. The resulting models produced contextualised, client-aware pricing suggestions rather than flat averages.
Concurrently, engineering discipline was introduced to stop reactive feature-building driven by individual sales calls. A focused product roadmap was established to prioritise capabilities that would matter at scale for enterprise buyers — including finance-oriented fee-earner breakdowns and matter export functionality that allowed proposals without hard prices. The team implemented a standardised data integration layer (a unified schema) that dramatically reduced the cost and complexity of onboarding new law firm clients by providing a repeatable mapping and ingestion process instead of bespoke engineering per deal.
Adoption work was handled hands-on across the entire chain. Senior technical staff provided Tier 3 support directly to law firm IT teams to resolve integration blockers quickly. Product and customer teams conducted formal training sessions with lawyers, collected real-world pain points, and fed them back into the product roadmap, closing the loop between development and deployment so feature decisions reflected operational realities rather than one-off requests.
Throughout implementation the team emphasised production readiness: monitoring, explainability for pricing suggestions, and a validation workflow where suggested prices could be reviewed and adjusted by pricing experts. This approach ensured the AI component would be treated as a strategic, auditable asset rather than a black-box experiment.
Results
The transformed pricing capability achieved approximately 90% alignment with human pricing experts in internal testing, converting the previous “dumb average” into intelligent, defensible pricing guidance adaptable to client relationships. Integration costs were massively reduced through the new standardised data schema, enabling scalable client onboarding without linear increases in engineering expenditure. The product was taken live with three law firm clients, validating market fit and the integration approach in enterprise environments. For the first time, the company became profitable, moving from a cash-burning startup to a viable business with repeatable processes and a clear value proposition. The focused product direction ended reactive feature-building and created a coherent offering that resonated with legal finance, IT, and fee earners. In 2025 the company was acquired by a major legal software provider, validating the foundational strategic value created during the turnaround and the production-ready AI pricing capability as a strategic asset.
*Case studies reflect work undertaken by our Heads of AI either during their tenure with Head of AI or in prior roles before they were part of the Head of AI network; they are provided for illustrative purposes only and are based on conversations with our Heads of AI.