Raymond Mieszaniec, Co-Founder & COO of EvenUp – Interview Series

Raymond Mieszaniec, Co-Founder and COO of EvenUp, has spent the past several years building one of the most influential legal-technology companies in the personal-injury space. After launching EvenUp in 2019, he helped shape the company’s operational strategy and scale its products, drawing on earlier experience co-founding EquitySim, where he used AI-driven simulations to identify and elevate diverse student talent for top employers. His background also includes risk consulting at PwC in Hong Kong and China, where he worked across analytics, cybersecurity, financial crime, and regulatory compliance, as well as earlier roles in accounting and economic research.

EvenUp focuses on closing the justice gap by using machine learning to help personal-injury victims and their attorneys pursue stronger, data-supported outcomes. The platform generates comprehensive demand packages, analyzes case value, identifies missing documentation, and streamlines workflows that traditionally require extensive manual effort. By pairing advanced software with litigation and pre-settlement financing, the company enables victims to avoid early lowball settlements and gives attorneys robust tools for principled negotiations, ultimately helping create fairer and more transparent results across the legal system.

You helped start EvenUp in 2019 with a mission to make justice more accessible for personal injury victims. What personal experiences or insights led you to create a company focused on fairness and data-driven advocacy?

EvenUp was born out of both frustration and empathy. My co-founders and I kept seeing the same heartbreaking pattern — injury victims being undervalued or outmatched simply because their attorneys didn’t have access to the same data and firepower as the insurance carriers on the other side.

For me, it’s deeply personal. My dad’s life was turned upside down by a catastrophic accident, and I watched him settle his case for a fraction of what it was truly worth. Our family struggled to navigate a system that felt stacked against us at every turn. That experience left a mark — and a mission.

EvenUp exists to change that equation. We’re using AI to give every law firm and every victim the same leverage as the Goliaths they’re up against — making justice faster, fairer, and accessible to everyone, not just those with the deepest pockets.

You previously co-founded EquitySim, an edtech startup that used simulations to identify emerging talent. How did that experience influence your approach to building an AI-driven company in the legal domain?

I’ve always been drawn to problems where technology can make things fairer. As the first in my immigrant family to graduate college — from a non-target school, without any “playbook” for breaking into competitive fields — I learned firsthand how much potential can go unseen. That experience became the spark behind EquitySim, which was founded on the belief that talent is distributed equally, but opportunity isn’t. There, I saw how data and simulation could strip away bias and reveal qualities traditional systems overlook — things like grit, adaptability, and the ability to learn fast — the traits that actually predict success.

That same thread runs through EvenUp. We use AI to surface what’s invisible in the justice system — ensuring every injury victim gets their full, fair value. Whether it’s a résumé or a personal injury claim, my mission has always been the same: to build technology that levels the playing field and gives people the shot they deserve.

EvenUp’s Claims Intelligence Platform™ has become central to how personal injury firms operate. How did the idea for this system take shape, and what were the early versions like compared to today’s Piai™ model?

Our earliest product was simple — it helped lawyers draft demand letters faster. But as we partnered with more firms, we realized the real problem wasn’t just about drafting a great demand; it was everything that happened before it. Cases were dragging on for years and settling for far less than they should because of upstream issues — overlooked injuries, missing records or bills, and treatment gaps. We weren’t just fixing documents; we were fixing decisions. What started as a drafting tool evolved into the brain of the modern PI firm — the Claims Intelligence Platform™ and our Piai™ model, powering every stage of a case from day one.

AI depends heavily on the quality and scope of its training data. How does EvenUp approach the balance between scale, accuracy, and ethical use of sensitive legal and medical data?

EvenUp was built with SOC 2 Type II and HIPAA compliance at its core — two standards that set the bar for how sensitive legal and medical data should be handled. But what truly makes our AI different is the human expertise behind it. Our 300+ person legal ops team — made up of former personal injury attorneys, case managers, and paralegals — has spent years training and reviewing our models, teaching them the nuance and judgment that only comes from real case experience. That gives Piai™ a level of personal injury context you can’t just scrape off the internet. We’ve trained on hundreds of thousands of real cases and millions of medical records, always within the highest privacy standards. The goal isn’t just scale; it’s trust. This is a game where the reps matter — and EvenUp doesn’t skip leg day. Every day, our AI earns the confidence of the lawyers who rely on it.

The platform has already helped resolve hundreds of thousands of cases. How do you measure impact internally—both for the law firms you serve and for the victims those firms represent?

We measure impact the same way our customers do — by outcomes. To date, EvenUp has helped resolve over 200,000 cases and recover more than $10 billion for injury victims. But behind those numbers is a mission that started long before the company existed. When my dad was injured in a catastrophic accident, our family watched him settle his claim for pennies on the dollar — a story that, heartbreakingly, still plays out every day, more than 20 years later. Those stories have become our rallying cry to change personal injury outcomes once and for all, giving plaintiffs a fair shot at justice. Every week, we see firms closing cases faster, helping more people, and securing fairer results than ever before. That’s what drives us. We celebrate the data, but we never lose sight of the people behind it. One of our core values is “Your Case is Our Cause” — because every metric ties back to one mission: to make fairness scalable. It’s about time.

EvenUp just closed a $150 million Series E round at a valuation above $2 billion. What does this raise enable you to do that wasn’t possible before, and where will the new capital be directed first?

This raise allows us to expand our world-class team — bringing together the best minds in data, AI, and engineering to accelerate innovation and deepen our impact across the entire case lifecycle. We’re investing further in R&D and building on the capabilities that already help firms manage every stage of a case with greater speed, accuracy, and insight.

We’re also deepening collaboration with our customers — the firms shaping the future of personal injury — and through that partnership, uncovering new ways to transform how they operate and deliver better outcomes for their clients. This funding strengthens our position as the market leader and helps us move even faster toward our mission to close the justice gap.

Mirror Mode and Case Companion are getting strong reactions from firms. Which product advancements are you personally most excited about, and how do they change the day-to-day experience of an attorney?

Case Companion gives attorneys an instant, interactive view into the full medical story — every injury, treatment, and provider — with the ability to verify any fact in seconds.

Mirror Mode brings that same power to drafting, helping create any legal document — from demands and medical summaries to motions, complaints, and discovery responses. It’s like giving every attorney, case manager, and paralegal a head start, producing drafts that look, feel, and sound exactly like their firm’s voice — making the first draft feel like their hundredth, and turning their best work ever written into their new baseline.

But if I had to pick a favorite, it’s AI Playbooks. It allows firms to program their own decision-making criteria and standard operating procedures directly into the system — fully customizable to match any phase of the case lifecycle, practice area, or workflow. Whether it’s identifying injury severity, evaluating treatment progression, or deciding whether to accept, reject, or refer a case, Playbooks can run those reviews automatically across every file. It acts as a true second line of defense, catching what humans might miss and surfacing insights that drive stronger outcomes. Firms nationwide have uncovered hundreds of thousands of dollars in hidden value using it, from missed injuries to mass tort eligibility to referral opportunities. In essence, it lets firms encode their collective wisdom into an always-on system that never gets tired and always knows what to look for.

Many smaller firms face resource constraints that limit their ability to compete with large practices. How is EvenUp helping to level that playing field and democratize access to advanced legal tools?

We take the onus on ourselves to build technology that delivers the highest-quality work as efficiently as possible — so we can pass those savings directly to our customers. That ensures every firm, no matter its size, can access the same caliber of tools once reserved for the biggest players and give their plaintiffs a fairer shot at justice. Many smaller firms face real resource constraints, and our goal is to make technology their force multiplier — helping them scale faster, leaner, and smarter than the firms that came before them. We’ve seen it firsthand: firms like Sweet James have grown to over $500 million in annual results with 70% year-over-year growth, all without adding headcount. That’s what happens when AI amplifies human potential — enabling small teams with a lot of heart to become powerhouses that can serve one-to-many, without sacrificing quality.

As AI becomes increasingly integrated into high-stakes legal decisions, what principles guide EvenUp to ensure that automation enhances, rather than replaces, human judgment?

We’ve always said: AI should never replace the lawyer — it should elevate them. Personal injury law is one of the most human forms of advocacy there is; it’s about empathy, trust, and telling someone’s story when they can’t. In this era of AI transformation, our responsibility is to build technology that amplifies — not erodes — those human qualities. AI doesn’t replace judgment; it sharpens it. Taking on repetitive and analytical work gives attorneys the clarity and leverage to focus on what truly matters — listening, caring, and fighting for fairness, dignity, and justice at scale. The more powerful our AI becomes, the more essential our humanity has to be.

Looking ahead five years, how do you see AI reshaping the justice system, and what role do you hope EvenUp will play in that transformation?

Five years from now, I believe AI will be woven into the fabric of how justice is delivered — not as a replacement for human judgment, but as the infrastructure that strengthens it. The firms that thrive won’t just be the ones using AI to move faster, but the ones using it to care deeper — to see every client, every injury, and every story in full context. My belief is that EvenUp becomes the trusted backbone of that transformation, powering the decisions, documents, and insights that help attorneys secure fair outcomes at scale. If we do our job right, AI will make the system not just more efficient, but more human — giving lawyers the time, clarity, and leverage to focus on what justice has always required most: empathy.

Thank you for the great interview, readers who wish to learn more should visit EvenUp.