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An LFJ Conversation with Kishore Jaichandani, Founder and Managing Director of CAVEAT CAPITAL

By John Freund |

An LFJ Conversation with Kishore Jaichandani, Founder and Managing Director of CAVEAT CAPITAL

Kishore Jaichandani is a founder and Managing Director of CAVEAT CAPITAL and an expert in litigation funding and related advisory services globally. He has a unique combination of financial and, legal acumen with having Bachelor of Law., Company Secretary, MBA (Finance) and CIMA qualifications and have rich professional experience working on these areas for more than 25 years. He assists law firms, corporates, and individuals globally in obtaining non-recourse financing for commercial litigation and arbitration cases. He is committed to creating value for lawyers and, their clients to have access to the information and expertise they need to negotiate fair funding agreements in the event of litigation in the competitive legal market. His expertise includes developing financial solutions to help law firms and big corporations to mitigate risk, and achieve their growth strategies, including using litigation portfolios as collateral for off-balance sheet working capital, and monetizing litigation and judgments. Below is our LFJ Conversation with Kishore Jaichandani:

You’ve spent decades in corporate finance and investment management before founding CAVEAT CAPITAL. What gaps in the dispute-finance market did you see from that vantage point, and how does your traditional finance background influence the way you underwrite and structure litigation-funding deals today?

Coming from a background in corporate finance and investment management, I saw a significant disconnect between the legal world’s approach to dispute resolution and the way capital markets assess risk and return. Many claims with strong legal merit were overlooked because they lacked financial packaging that investors could understand and trust.

When I founded Caveat Capital, I wanted to bridge that gap. My training and experience in structured finance, risk allocation, and asset modeling helps us treat legal claims as investable instruments. At Caveat Capital, we apply commercial due diligence standards, build funding memoranda that speak to capital providers in their language, and structure deals with clear risk-sharing, milestones, and contingencies. In essence, we bring investment discipline to a domain often driven purely by legal instinct.

CAVEAT CAPITAL is a litigation-funding consultancy in the Middle East. What regulatory or cultural hurdles have you encountered in bringing third-party funding to claimants and law firms across the GCC and wider MENA region, and where do you see the biggest growth opportunities over the next five years?

The regulatory landscape across the GCC and MENA region is still evolving when it comes to third-party funding. There’s a historical conservatism—both cultural and legal—around external financing of disputes, particularly in jurisdictions without codified frameworks. However, we’re seeing a shift, especially in arbitration-centric hubs like the DIFC, ADGM and DIAC, which have explicitly recognized third-party funding.

Culturally, there’s also a learning curve. Many claimants and law firms are unfamiliar with the mechanics of litigation finance, or associate it with loss of control. At Caveat Capital, our role often begins with education—demystifying the process and building trust on both sides.

As for growth, I see major opportunities in sovereign-commercial disputes, infrastructure claims, and enforcement actions across the GCC. As regional economies diversify and dispute volumes rise, the demand for smart, risk-sharing capital will grow exponentially.

Unlike many capital providers, CAVEAT CAPITAL sits between claimants and funders as an independent adviser—from drafting funding memoranda to negotiating term sheets. How do you balance neutrality with advocacy in that role, and what does a “successful” engagement look like for you and your clients?

Balancing neutrality with advocacy is the cornerstone of our model. We’re not aligned to one capital source or fund; our fiduciary duty is to the commercial success of the deal. That means we must present the claim with honesty and rigor—highlighting both strengths and weaknesses—to ensure funders can price risk accurately and sustainably.

A successful engagement is one where all stakeholders feel heard, the terms are balanced, and the funding leads to a fair and enforceable resolution. We’re proudest when we unlock funding for a claim that may have otherwise gone unfunded—not by overselling, but by translating complexity into commercial clarity.

Your firm was named “Global Litigation Funding & Advisory Firm of the Year” at the 5th Global Legal Association Conference in Dubai. What differentiators—whether in case selection, risk analytics, or stakeholder management—do you believe earned CAVEAT CAPITAL that recognition, and how will you build on it?

That recognition affirmed the value of our differentiated approach. We focus on bespoke structuring, funder-agnostic matchmaking, and deep regional knowledge—especially in jurisdictions where funding is emerging, not established. Our ability to navigate both the legal and financial sides of a deal—while bridging cultural and jurisdictional nuances—is what sets us apart.

We also apply a multi-metric risk model that considers not just legal merits but recovery pathways, enforceability, counterparty behavior, and geopolitical exposure. Going forward, we’re investing in technology, cross-border enforcement networks, and regional educational outreach to strengthen the funding ecosystem across emerging markets.

You’ve written about the disruptive impact of AI on litigation finance. Which emerging technologies do you think will most materially change case-assessment accuracy or deal economics, and how is CAVEAT CAPITAL preparing to integrate those tools into its workflow?

AI will change litigation finance in three major areas: predictive analytics, document review, and portfolio modeling. Tools that analyze prior judgments, jurisdictional patterns, and tribunal behaviors are already helping improve case scoring. When layered with machine learning, they offer faster, data-informed decisions that were previously reliant on human judgment alone.

At Caveat Capital, we’re partnering with LegalTech providers to build internal dashboards that combine predictive analytics with our human-led risk matrices. We’re also exploring tools for ongoing case monitoring—tracking timelines, budget burn, and procedural triggers in real time. The future is hybrid: AI-augmented human judgment, not AI replacing it.

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John Freund

John Freund

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An LFJ Conversation with Thomas Bell, Founder of Fenaro

By John Freund |

Thomas is the Founder of Fenaro, a modern fund management platform for litigation finance. He holds a law degree from Durham University and has spent his career designing and delivering large-scale, complex financial services platforms. Prior to founding Coremaker's Fenaro product, he spent much of his career at Accenture, PwC, and other management consulting firms, working with global banks, asset managers, and institutional investors.

Below is our LFJ Conversation with Thomas Bell:

The litigation finance industry has grown to over $16 billion, yet your blog notes that many firms still run on spreadsheets. What specific operational pain points do fund managers face with legacy systems, and how does Fenaro address them? 

Despite the industry’s rapid growth, most litigation funders continue to rely on in-house spreadsheets or fragmented systems that are not designed to handle litigation finance. From our conversations with funders across the market, three operational pain points consistently arise.

The first is calculation risk. Funders regularly tell us about issues arising from manual models and fragile data infrastructure, ranging from investor reports needing to be reissued due to errors (surprisingly common), to material budget discrepancies only being identified late in a case lifecycle (less common, but in some cases career-ending). Purpose-built fund management systems substantially reduce this risk by centralising data and automating complex calculations.

The second is friction with law firms after a deal has closed. One funder summarised their biggest challenge as “getting lawyers to think in IRR terms.” In practice, this reflects the lack of efficient processes for tracking budgets, agreeing drawdowns, reviewing invoices, and sharing case updates. Fenaro addresses this through the borrower portal, which provides law firms with a structured and transparent way to work with funders throughout the life of an investment, resulting in a much more positive relationship.

The third is operational complexity limiting scale. Many funders speak candidly about ambitious growth plans being constrained by manual reporting, bespoke processes, and operational bottlenecks. Without greater standardisation and automation, it is difficult to scale portfolios or support increased institutional participation. Fenaro is built from the ground up to reduce the overhead of operational processes, while giving funders all the key information required to focus on growing and managing the fund.

Mass tort portfolios can involve thousands of individual claims with constantly shifting data. How does your platform help funders track, value, and report on these complex portfolios without drowning in manual updates? 

In mass tort strategies, some funders are managing regular updates across tens or even hundreds of thousands of individual claims and many different law firms. Several have told us that keeping this information accurate and up to date is a data nightmare that quickly becomes unmanageable, and worry they’re spending too much time on administrative data-wrangling efforts, and not enough time on actually mining the content for value.

Fenaro is designed to process high volumes of case data from multiple law firms in a consistent format. Updates can be submitted through borrower portals or uploaded directly, allowing funders to see the status, valuation, and history of every claim at a glance. As part of this process, the platform runs validation checks and identifies potential duplicate claimants, a serious and well-known issue in mass tort funding. The same validated data is then used to produce investor and internal reports without the need for manual reconciliation.

You've written about the challenges funders face when lending to law firms—particularly around monitoring how capital is deployed. What visibility does Fenaro provide, and how does that change the funder-firm relationship? 

We frequently hear that fund visibility tends to drop sharply after capital is deployed. Monitoring budgets, drawdowns, and expenditure often relies on periodic reporting and manual review.

Fenaro provides funders with continuous visibility at both the portfolio and case level. At the same time, Fenaro gives law firms access to a free borrower portal. Contrary to the perception that firms resist new technology, many lawyers have told us directly that they are willing to adopt tools that reduce administrative burden and improve clarity. The borrower portal allows firms to track funding, compare spend against budgets, submit updates, and request additional capital, reducing friction on both sides and improving the overall relationship.

You've recently launched complex waterfall and scenario modelling functionality. Can you walk us through a use case—how would a fund manager use this feature when evaluating a potential investment or communicating with LPs about projected returns? 

Funders often tell us that building and maintaining waterfall models in spreadsheets is one of the most time-consuming and error-prone parts of the investment process. Fenaro allows complex waterfalls to be configured in seconds, with multi-step logic based on capital return, interest, IRR, MOIC and other calculation types.

A flow view presents the waterfall logic in plain English, and scenario-modelling functionality allows users to test scenarios and explain outcomes to investment committees and LPs. Once a deal is live, waterfalls update automatically as cashflows occur, removing the need for repeated spreadsheet rework and reducing calculation risk.

Looking ahead, where do you see the biggest opportunities for technology to transform how litigation finance firms operate? Are there capabilities that funders are asking for that don't exist yet?

Many funders we speak to see the biggest opportunities in greater standardisation, which would help unlock institutional capital and support a more liquid secondary market. There is still significant friction in how funders, law firms, investors, insurers, and brokers interact, and we’re tackling this one step at a time, focusing on the most pressing pain points first.

We are also frequently asked about AI and machine learning. Our view is that near-term value lies in decision support rather than decision replacement—particularly in reducing the time spent evaluating the majority of cases that are ultimately declined, while equipping underwriters with better information to make faster, more confident decisions. It will likely be some time before the technology is sufficient to take underwriting decisions on behalf of the funder, given the complexity and variation of the underlying legal cases, but things are moving quickly in the AI space so we continue to test and review various models as they evolve.

LFJ Conversation

An LFJ Conversation with Rory Kingan, CEO of Eperoto

By John Freund |

Rory is the CEO of Eperoto, championing the use of decision analysis to improve clarity around litigation and arbitration risk. Originally from New Zealand, he's worked within legal technology for decades, delivering innovative solutions to the top global firms, government, as well as specialist legal boutiques.

Below is our LFJ Conversation with Rory Kingan:

Eperoto’s approach emphasizes using lawyer judgment rather than AI or data-driven models. Why is that distinction important, and how does it build trust among lawyers, funders, and other stakeholders?

At Eperoto, we believe that lawyer judgement is the foundation of credible litigation and arbitration analysis. High-stakes disputes aren’t like consumer tech problems where large-scale historical data exists and small inaccuracies are insignificant. They're unique, context-dependent situations where experience and nuanced legal reasoning are irreplaceable. In most commercial cases, AI simply doesn’t have the training data or contextual nuance to make defensible predictions. Right now it also struggles with the complexity of jurisdictional variation and the role of precedent. No funder or sophisticated client should rely on a generic model to value a multi-million-dollar dispute.

Litigation and arbitration are inherently grey-zones. Outcomes turn not only on points of law, but also on credibility assessments, witness performance, tribunal psychology, and how fact narratives are perceived. These are areas where AI is weak and where judges and experts routinely disagree. Research across behavioural psychology and negotiation theory shows that human reasoning is still essential in these environments. Lawyers will often use an AI tool as a sounding board to explore different ideas and arguments, but ultimately they rely on their own judgement and reasoning to assess how different elements of the case are likely to unfold.

Eperoto is therefore built around a simple principle: Lawyers make the judgement; the platform helps them to structure and quantify it.

This distinction builds trust for three reasons:

  1. It reflects how top practitioners already work. Clients retain leading counsel for their experience, intuition, and ability to form a reasoned opinion, not for machine-generated answers.
  2. It avoids “false precision.” AI-driven confidence levels often create a misleading impression of certainty. Eperoto keeps the human experts in control.
  3. It aligns with stakeholders’ expectations. Funders, insurers, GCs, CFOs and boards want a lawyer’s professional assessment, but expressed in a structured, decision-analytic way. Eperoto strengthens, rather than replaces, that judgment.

The result is a decision-analysis workflow that is transparent, explainable, and fully grounded in legal expertise. Precisely what stakeholders need to trust the numbers behind a funding or settlement decision.

When litigation funders assess potential cases, they often rely on intuition and experience. How does Eperoto help them quantify risk and likely outcomes in a way that strengthens those investment decisions?

Every litigation funder knows that a case is a contingent asset, and valuing that asset depends on understanding the likelihood of outcomes at trial or arbitration. Yet the process used to reach those views is usually unstructured, highly subjective, and difficult to defend when presented to an investment committee or external partner.

Eperoto addresses this by helping lawyers to apply decision-tree analysis. This is a method used for decades in energy, pharma, finance, and indeed litigation. Instead of relying purely on intuition, lawyers:

  1. Map the key uncertainties. What issues drive liability? Likely quantum outcomes? How might damages be reduced? Where do procedural or evidentiary risks sit?
  2. Assign probabilities grounded in legal judgment. No AI predictions: purely the lawyers’ professional view expressed clearly rather than implied.
  3. Estimate costs & cost-shifting, interest, and any enforcement risk.

From this the tool calculates a visual quantitative risk report, showing funders the likely outcomes, expected value, downside scenarios, tail risk, and more.

This sort of analysis:

  • makes an investment case more rigorous,
  • dramatically improves internal and external defensibility, and
  • surfaces insights impossible to see from narrative memos alone.

Funders, insurers, and counsel repeatedly tell us that this level of clarity is transformative. It sharpens decisionmaking, strengthens underwriting discipline, and improves alignment across stakeholders. Over time, a consistent, structured approach creates a more disciplined portfolio and generates a feedback loop that measurably improves investment decisions.

Clearer communication of risk and value benefits all stakeholders. What are the biggest barriers to achieving that clarity in practice?

The biggest barrier is language ambiguity. A typical merits opinion reads something like:

“It's most likely the defendant will be found liable for X, with only an outside chance the court will accept the argument Y. Damages could be as high as Z.”

Terms such as “very likely,” “little chance,” or “low risk” are interpreted wildly differently by different people, even among seasoned professionals. Research consistently shows a huge disparity in how people interpret such terms. For example "unlikely" can be interpreted as meaning anywhere from below 10% to over 40% likely to occur. Your investment decisions shouldn’t be subject to this margin of error just from internal communications.

A second barrier is complexity overload. Lawyers often present lengthy written analyses where different legal issues are explained sequentially:

“X might happen, but if not then Y. In that case Z will determine…”

Decision-makers are left to combine all these uncertainties mentally, plus litigation costs, insurance, interest, enforcement risks, appeal probabilities, and timing assumptions. Even highly experienced professionals can't intuitively do this correctly.

Eperoto solves these issues in three ways:

a) It forces clarity through quantification. “80% likelihood the contract is valid” is unambiguous, whereas “very likely” may be understood as 65% by one person and 95% by another.

b) It combines the factors automatically. No one needs to mentally integrate legal issues, damages pathways, costs, or conditional dependencies.

c) It presents the analysis visually. Charts and diagrams let stakeholders see the shape of the dispute, rather than reading dense text.

Together these remove unnecessary complexity, leaving stakeholders to focus on the true strategic questions rather than being stuck in ambiguous details.

Many lawyers hesitate to provide quantitative estimates because they fear being “wrong.” How do you encourage practitioners to engage with uncertainty in a more structured, transparent way?

This is a common concern, but it fundamentally misunderstands what quantification achieves. Providing estimates numerically doesn't remove uncertainty, it communicates it transparently. The alternative isn't "not being wrong"; it's being vague, which is far worse for the client or investor.

Sophisticated clients, funders, and boards understand that litigation outcomes are uncertain. What they want is clarity, not perfection. Yes, you should still make clear that a percentage estimate is not a promise; it is a transparent reflection of professional judgement, less ambiguous than vague adjectives. But once everyone accepts that, it allows for greater clarity and indeed honesty.

We encourage lawyers to adopt a mindset similar to experts in other industries:

  • Quantification is not about being right; it’s about making uncertainty explicit.
  • A structured model allows you to compare multiple scenarios, e.g. optimistic vs pessimistic or comparing different counsel’s assessments.
  • Visual decision-trees help practitioners and clients see how different issues interact without needing to commit to one “correct” narrative.

Lawyers often find that once they begin using numeric estimates and decision trees, discussions with clients become easier, expectations align more quickly, and advice becomes more defensible. Many even rely on the visual component alone when presenting paths, strategy, and what truly drives the dispute.

How can tools like Eperoto help bridge the gap between legal reasoning and financial analysis, bringing dispute resolution closer to the standards of decision-making seen in other business contexts?

Business-critical decisions in energy, pharmaceuticals, and corporate strategy have used quantitative decision analysis for decades. A pharmaceutical company wouldn't greenlight a $50M clinical trial based on phrases like "good chance of success" or "strong scientific rationale". They'd model probabilities, conditional outcomes, and expected value. Yet litigation decisions involving similar amounts often rely on purely that kind of qualitative language.

The gap isn't from a lack of judgment. It's that legal reasoning and financial decision-making speak different languages. Lawyers think in terms of arguments, precedents, and likelihoods. Funders think in terms of expected values, downside risk, and portfolio returns. Eperoto translates between these worlds.

Here's a concrete example: A law firm presents a case with "strong liability prospects" and "substantial damages potential." The investment committee sees an attractive headline but struggles to assess the risk. Using Eperoto, counsel maps the decision tree and reveals that while liability looks good at 70%, the real value driver is a secondary issue: whether a contractual damages cap applies. If the cap doesn't apply, a 40% likelihood, it would triple the recovery. The investment thesis becomes clear: this isn't a simple 70% bet on liability; it's a case where the upside scenario creates most of the expected value. That fundamentally changes how you price the funding, structure the terms, and think about settlement strategy.

This kind of insight can easily be buried in a narrative memo but obvious when properly structured.

Specifically, Eperoto enables:

1. A common analytical framework - When counsel says "we have a strong case but quantum is uncertain," Eperoto forces that assessment into a structure funders recognize: probability-weighted scenarios with costs, timing, and enforcement risk factored in. This isn't dumbing down legal analysis; it's making it actionable.

2. Proper treatment of uncertainty - In portfolio management, no one expects point estimates: they expect distributions, scenarios, and sensitivity analysis. Eperoto brings that same rigor to litigation assets, showing not just expected value but the shape of the risk distribution. What's the 10th percentile outcome? How sensitive is the return to different assumptions? This is standard practice in all other asset classes.

3. Defensible investment decisions - Just as a PE firm documents the assumptions behind an acquisition, funding decisions should have the same analytical discipline. Eperoto creates an audit trail showing why a deal was approved or a settlement accepted, based on structured analysis rather than gut feel. Critical for investment committee scrutiny and stakeholder confidence.

4. Portfolio-level insights over time - Applying decision analysis consistently across a portfolio creates compounding benefits. Funders develop better calibration of their judgment, identify patterns of cases that outperform or underperform expectations, and build institutional knowledge about what drives value. Over time, this disciplined approach strengthens underwriting quality and improves portfolio returns. Just like how data-driven decision-making in other industries creates feedback loops that enhance performance.

The result is that litigation funding can be managed with the same analytical rigor as any other alternative asset class. Lawyers retain their essential role as expert judgment-makers, but that judgment gets expressed in a framework that investment committees can understand, stress-test, and defend to stakeholders.

 
LFJ Conversation

An LFJ Conversation with Lauren Harrison, Co-Founder & Managing Partner of Signal Peak Partners

By John Freund |

Lauren Harrison serves as a co-founder and managing partner of Signal Peak Partners. Named one of Lawdragon’s Global 100 Leaders in Litigation Finance, Ms. Harrison brings over 25 years of high stakes commercial litigation experience to her role as funder. Prior to co-founding Signal Peak, Ms Harrison served as a Vice President to Law Finance Group.

As a trial lawyer, Lauren was a partner at Vinson & Elkins and later at Jones Walker. She was recognized as a Texas Super Lawyer annually from 2009 to 2021, a Best Lawyer in America for Intellectual Property, Antitrust Law and Commercial Litigation, and a Top Woman Attorney. Chambers recognized Ms. Harrison for her Antitrust work. She was awarded a Pro Bono College of the State of Texas Award for her work on behalf of nonprofit art institutions.

Lauren is a frequent speaker at conferences and law schools, presenting recently at BU Law School, SMU Law School, the UH Law Center, the Institute for Energy Law, and LitFinCon.

Below is our LFJ Conversation with Lauren Harrison:

Your inaugural Signal Peak Symposium brings together leaders from the judiciary, in-house counsel, and elite law firms. What motivated you to launch this invitation-only gathering, and what key message or change in the litigation-finance industry are you hoping the Symposium will advance?

Litigation funding conferences are a great way to connect with our counterparts within the industry. They offer space to discuss innovation and to workshop best practices. We are fortunate that, for the most part, third party funders recognize that each of us fills a niche. Rather than competing in a zero sum game, we contribute to the evolution of a powerful litigation tool. That said, industry events can devolve into echo chambers. We wanted to create an event where our peers do not form a supermajority, and where we can listen with fresh ears to new ideas.  Our sector faces rising tides of interest in regulation, taxation and disclosure. The time is now to come together to address those issues, and in order to do that it is important to have the full range of stakeholders and policymakers present. 

Signal Peak was founded on values like honesty, alignment of interests, speed, and creativity, and you’ve framed litigation funding as helping plaintiffs ascend complex cases. How does the Symposium help reinforce your firm’s identity and commitment to transparency and partner-first funding?

Litigation finance events typically do not draw much interest from the market side - practicing litigators and their clients. A point of pride at Signal Peak is that we are trial lawyers for trial lawyers. We want to hear attorneys’ insights about how we can be of help and to enjoy a level of discourse that comes from having experience with the type of complex commercial disputes that we are sourcing and underwriting. We have a comfort level with the tools, timelines and techniques of the adversarial process that builds trust. In a guild profession that is guided by ethical and fiduciary bounds, shared experience is significant. We expect our event to highlight our foundational expertise, to promote collaboration, and to create new opportunities to better serve our market. 

Your professional backgrounds are in civil litigation at top firms and then litigation funding. How does that dual experience shape your strategy at Signal Peak, and how do you expect that background to resonate with attorneys and plaintiffs attending the Symposium?

We understand that every first chair lawyer is essentially the CEO of their case, and some of their core executive functions are accessing needed capital and deploying resources efficiently towards case conclusion. Because we have worn the shoes of the trial attorneys who participate in funding, we are focused on keeping their and their clients’ needs front and center.  While we will never look for case control or intercede in the attorney-client relationship, we do look for opportunities to partner with top lawyers in ways that help them manage case expenses and durational risk. We like to say that all boats rise on a rising tide. Signal Peak strives to align with lawyers’ and their clients’ interests so that everyone has sufficient back end interest to reach their goals.

The Symposium will include a keynote tribute to H. Lee Godfrey, honoring his career. Why was it important to include that tribute in your inaugural event, and how does his legacy influence how you think about access to justice and the future of litigation finance?

Lee Godfrey and his partner the late Steve Susman developed the model that underlies Signal Peak’s business, and really our entire industry. We want to work with attorneys who are willing to invest in their cases just as we do, and Lee and Steve exemplified that with gusto. Lee was a personal friend and one of the great trial attorneys ever to set foot in a courtroom. Stories of his prowess are legion, and I do not want to steal anyone’s thunder by previewing them here. I will say that Lee’s voir dire was the stuff of legend, and his gentlemanly wittiness on cross examination will likely not be matched.

What are you hoping that someone considering working with Signal Peak (either as an attorney with a case needing funding or as a potential investor) will take away from the Symposium and from Signal Peak’s launch so far?  

We are excited to showcase our team. Before Mani Walia and I decided to join forces, we knew that our values and interests were aligned, but we did not predict the extent to which Signal Peak would feel greater than the sum of its parts. We are eager for our colleagues Jackson Schaap and Carly Thompson-Peters to share the spotlight with us. We could not have accomplished so much in such a short time without their brilliant collaboration. I hope that our friends who join us in Houston on February 26 will get to see the alchemy that blends our team and will understand that when they work with Signal Peak, they will become part of a cohesive and nimble group.