Key Takeaways from LFJ’s Digital Event: Legal Tech and LitFin

On December 6th, 2023, Litigation Finance Journal produced its final event of the year: Legal Tech and LitFin: How Will Tech Impact Litigation Finance Globally?

Tets Ishikawa moderated an insightful and pertinent discussion on the use of legal tech in the litigation finance industry. Panelists included Nick Rowles-Davies (NRD), Founder of Lexolent, Isabel Yang (IY), Founder of Arbilex, and Joshua Masia (JM), Co-Founder and CEO of Dealbridge.ai.

Below are some key takeaways from the event (answers have been truncated for the purpose of this article):

Legal tech is quite a broad term.  What does the legal tech landscape mean to you, and how does it fit into your business?

IY: We’re in a very exciting time in legal tech. Where I sit, I primarily deal with the underlying technology being artificial intelligence (AI). The primary advances in advanced AI have primarily occurred out of language being the source data. A lot of these text-based AI advancements all hold great significance for the practice of law.

At Arbilex, we are taking advantage of large language modeling (LLM) to reduce the cost of data acquisition. When we take court briefings and unstructured data and try to turn that into structured data, the cost of that process has dramatically decreased, because of Chat GPT and the latest LLMs.

On the flipside, because AI has become so advanced, a lot of off-the-shelf solutions have tended towards a black box solution. So the model’s output has become a more challenging task. At Arbilex, we have always focused on building the most stable AI—so we focus on how we can explain a particular prediction to our clients. We are increasingly investing a lot of our time and human capital into building that bridge between AI and that use case.

How relevant has legal tech been, and will it be, in the growth of the litigation finance sector? 

JM: When we look at scaling operational processes, a lot of times we have to put our traditional computer science hat on and ask, ‘how have we historically solved these problems and what has changed in the past several years to evolve this landscape?’

A lot of the emphasis with technology has been about normalizing and standardizing how we look at these data sets. There’s a big issue when you look at this approach and what existing platforms have been doing—this is a very human business. Because of that, there’s a lot of ad hoc requests that get mixed in. So what gen-AI is doing, we’re getting to a point where you don’t have to over-structure your sales or diligence process. Maybe the first few dozen questions you’re asking of a given data set are the same, but eventually we want to be able to ask questions that are specific to this deal. So being able to call audibles and ad-hoc analysis of data sets was really hard to do before the addition of generative AI.

NRD: Legal tech is becoming increasingly relevant, but the real effect and usefulness has grown over time. It makes repetitive tasks easier, and provides insights that are not always readily apparent. But in terms of the specific use of AI to triage outcoming matters, we identify matters in different areas—is this something we simply aren’t going to assess, will it be sent back for further information, does it fit the bucket of something we would fund per our original mandate, or does it go on the platform for the purpose of others to look at and invest in that particular matter.

AI is having an increasing impact and is being used with more regularity by litigation funders who are funding they can increase efficiency and get to a ‘yes’ much more quickly.

A lot of lawyers would say, this is fascinating, but ultimately this is a human industry. Every circumstance will be different, because they will come down to the behaviors of human beings in that time. Is there a way that AI can capture behavioral dynamics?

IY: In general, we need to have realistic expectations of AI. That comes from, what humans are uniquely good at are not necessarily the things that AI is good at. AI is really good at pattern-spotting. Meaning, if I train the model to look for recurring features of particular cases—say, specific judges in specific jurisdictions, when coming up against a specific type of argument or case—then AI in general has a very good ability to assign the weighting to a particular attribute in a way that humans instinctively can come to the same place, you can’t really quantify the impact or magnitude of a specific attribute.

The other thing that we need to be realistic about, is that cases are decided not just on pattern, but on case-specific fact attributes (credibility of a witness, availability of key evidence). If you train AI to look for things that are so specific to one case, you end up overfitting the model, meaning your AI is so good at looking for one specific variable, that it loses it general predictive power over a large pool of cases.

What I would caution attorneys, is use AI to get a second opinion on things you believe are a pattern. In arbitration, attorneys might use AI on tribunal matters—tribunal composition. AI models are way better at honing in on patterns—but things like ‘do we want to produce this witness vs. another witness,’ that is not something we should expect AI to predict.

For the full panel discussion, please click here.

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Juris Capital Joins the International Legal Finance Association

By Harry Moran and 4 others |

The International Legal Finance Association (ILFA), the only global association of commercial legal finance companies, announced that Juris Capital has joined their association, adding to their rapidly growing membership base. 

Juris Capital is committed to delivering innovation solutions for financial stability for commercial litigation and arbitration along with investments in law firms through creative billing arrangements. Juris Capital’s team has over twenty years of experience investing in commercial litigation, all of their principals are licensed attorneys or certified public accountants. 

"Juris is excited to join ILFA to provide perspective from its over 15 years of operation," said David Desser, Juris Managing Director. 

"We believe the industry faces an inflection point, where the choice of policies will affect outcomes for businesses, consumers, and funders, and we will support ILFA's effort to secure sound policies in the United States and abroad." said Dane Lund, Juris Managing Director. 

Rupert Cunningham, Global Director of Growth and Membership Engagement at ILFA, commented on Juris Capital joining ILFA, saying “I’m delighted to welcome Juris Capital to ILFA’s growing ranks. Juris’ team bring with them a great deal of experience in litigation finance and we at ILFA look forward to working with David and Dane, whose expertise will be invaluable in our efforts to support and represent the legal finance sector globally.”

About the International Legal Finance Association  

The International Legal Finance Association (ILFA) represents the global commercial legal finance community, and its mission is to engage, educate and influence legislative, regulatory and judicial landscapes as the voice of the commercial legal finance industry. It is the only global association of commercial legal finance companies and is an independent, non-profit trade association promoting the highest standards of operation and service for the commercial legal finance sector. ILFA has local chapter representation around the world. 

For more information, visit www.ilfa.com and find us on LinkedIn and X @ILFA_Official.

Trump’s Nominee for PTO Head Divides Opinion Over Past Ties to Fortress’ IP Fund

By Harry Moran and 4 others |

The involvement of litigation funders in intellectual property and patent disputes has never been without controversy, with the President’s choice of nominee to lead the country’s patent office only serving to reignite the debate over the role of third-party funding.

Reporting by Bloomberg Law covers the news that President Trump has nominated John A. Squires to lead the U.S. Patent and Trademark Office (PTO), with the article highlighting the key role Squires played in the founding of Fortress Investment Group’s Intellectual Property fund. Squires’ involvement with Fortress goes back a decade to his time as a partner at Perkins Coie, where he supported the company’s launch of a $4 billion fund dedicated to patent monetization.

The President’s decision to nominate Squires has provoked strong reactions, with Fortress’ billions of dollars poured into litigation funding and patent monetization being a divisive issue in the country’s patent industry.

Joe Matal, former acting director of the PTO, did not hold back in describing Fortress as “the antichrist of the patent world”, arguing that the investment giant “fund just the worst litigation against critical technology sectors and they won’t tell anyone who’s behind any of it.” Joshua Landau, senior counsel at the Computer & Communications Industry Association, offered a more measured response but noted that Squires’ past involvement with Fortress IP finance group is “somewhat concerning.”

However, proponents of litigation funding for intellectual property and patent disputes welcomed the news of Squires’ nomination. Bryce Barcelo, director of intellectual property at Certum Group, said that Squires “has the real opportunity to bring IP litigation funding to the forefront and out of the darkness a little bit and highlight that this can be a good thing.” Sarah Tsou, global head of intellectual property at Omni Bridgeway, expressed hope that Squires “might be more in favor of bringing accessible and efficient processes for acquiring patents and other IP for smaller companies and startups”, but cautioned that his appointment would not “turn a weak patent into a strong one.”

A spokesperson from Fortress highlighted Squires’ work with the firm’s IP team, saying that his “counsel reflected a deep understanding of the intellectual property space”, and underlined the company’s “utmost respect for his intellect, objectivity and expertise.”

Community Spotlights

Community Spotlight:  Stephen Kyriacou, Head of Litigation and Contingent Risk Solutions, Willis Towers Watson

By John Freund and 4 others |

Stephen is a seasoned litigation and contingent risk insurance broker and former practicing complex commercial litigator who joined WTW in February 2025 as Head of Litigation and Contingent Risk Insurance.  In his role, Stephen evaluates litigation-related risks and structures bespoke litigation and contingent risk insurance policies for litigation finance, hedge fund, private equity, law firm, and corporate clients. 

Prior to joining WTW, Stephen was a Managing Director and Senior Lawyer in Aon's Litigation Risk Group.  Stephen joined Aon in 2019, and was the first insurance industry professional dedicated solely to the litigation and contingent risk insurance market, leading the Litigation Risk Group's origination and business development work, in-house legal diligence, efforts to advocate for coverage with underwriters, and negotiation and structuring of insurance policies.  During his time at Aon, Stephen was a three-time Risk and Insurance Magazine “Power Broker” (2022, 2023, 2024); spearheaded the development of judgment preservation insurance and insurance-backed judgment monetization as well as the synergy of litigation and contingent risk insurance with litigation finance; and was responsible for placing billions of dollars in total coverage limits – including the largest ever litigation and contingent risk insurance policy, and several policies that each provided over $500 million in coverage limits – and delivering hundreds of millions of dollars in premium to insurers.  Stephen additionally provided consulting and broking services on litigation-driven, insurance capital-based investment opportunities and sales of litigation claims, insurance claims, and subrogation rights as part of the Aon Special Opportunities Group.

Prior to joining the insurance industry, Stephen was a complex commercial litigator in the New York City office of Boies, Schiller & Flexner from 2011 to 2019.  While at BSF, Stephen amassed significant trial, appellate, and arbitration experience representing both plaintiffs and defendants in the U.S. and abroad across a wide array of practice areas, including securities, antitrust, constitutional, insurance, first amendment, employment, government contracting, and criminal law, as well as in multidistrict and class action litigation.  Stephen's clients included banks and other major financial institutions, private equity firms, technology companies, foreign sovereigns, professional sports teams, television networks, insurance companies, corporate executives, and other high-net-worth individuals.  

Stephen earned his J.D. from the New York University School of Law in 2010, and is a member of the New York State Bar.  He also clerked for the Honorable Tanya S. Chutkan in the United States District Court for the District of Columbia.

Company Name and Description:  Willis Towers Watson

Company Website: https://www.wtwco.com/en-us

Headquarters:  Stephen is based in New York

Area of Focus:  Litigation and contingent risk insurance for litigation finance, hedge fund, private equity, law firm, and corporate clients

Member Quote:  “I have been working with litigation finance firms to insure their litigation-related investments since I first entered the insurance industry in 2019, and I view litigation finance and funder-backed plaintiff-side litigation as the most important growth areas for the litigation and contingent risk insurance market, as well as the areas where coverage can be most value additive for clients. 

I have also been bringing litigation finance firms into insurance transactions as financing counterparties since I first devised the concept of insurance-backed monetization for judgment preservation insurance clients back in 2020, which concept has since expanded to the point where litigation finance capital has become inexorably intertwined with all forms of plaintiff-side insurance coverage.  

As the market for this insurance pivots away from single-case risks and towards portfolio-based policies for litigation finance firms and the law firms that they fund, litigation finance clients can trust that WTW will be at the forefront of innovating new coverage structures and concepts to address their unique risk management needs and ambitious financial goals, will deliver best-in-class client service utilizing our incomparably strong and longstanding relationships with underwriters, and will be a vocal champion of litigation finance both within and outside of the insurance industry.”