Olga V. Mack

TermScout

I’m building a world where contracts close themselves—so businesses can accelerate revenue.

At TermScout, we certify contracts for fairness and risk before they’re sent—no redlines, no delays, just trusted, market-ready agreements that close faster.

This isn’t CLM. It’s not negotiation tech. It’s a new operating system for business trust—a speed layer for go-to-market teams, and the missing link between sales velocity and legal integrity.

AI gives you scale. Certification gives you trust. Together, they grow your business.

Chief Executive Officer

Product Law Hub

Product Law Hub (PLH) is redefining how legal professionals navigate the intersection of law, technology, and business. PLH equips in-house legal teams and law students with the tools to tackle regulatory and compliance challenges throughout the product lifecycle. A key initiative, Product Law Coach (PLC), is an AI-powered training platform that builds the skills needed to advise on transformative technologies like AI. Through interactive simulations and real-time AI coaching, PLC emphasizes proactive legal risk management, enabling faster, smarter, and more strategic decision-making. By bridging legal expertise with business agility, PLH and PLC are shaping the future of product law.

Co-Founder

Better Parenting Plan, Inc.

Virtual Gabby, part of Better Parenting Plan, is an AI-driven digital mediator designed to help co-parents resolve disputes and create customized parenting plans. Using sentiment analysis, intentional de-escalation, structured mediation models, and legal education, Virtual Gabby fosters constructive communication and collaborative decision-making. By reducing reliance on courts and adversarial legal processes, it makes family mediation more accessible, efficient, and effective.

CodeX, The Stanford Center for Legal Informatics

As a Codex Fellow at Stanford, I research AI-driven digital professionals—autonomous agents that enhance legal, compliance, and dispute resolution workflows. My work focuses on making legal decision-making more accessible, efficient, and trustworthy. Examples include Virtual Gabby, an AI mediator for co-parents; Product Law Coach, an AI legal coach for in-house counsel and law students; and ESI Flow, an AI-powered eDiscovery copilot. I also explore AI governance and human-AI collaboration to build trust in legal AI systems, ensuring transparency, reliability, and accountability.

Fellow

TED Conferences

Speaker at TEDxUofIChicago

Speaker at TEDxUOPacific

Speaker at TEDxBGSU

Speaker at TEDxCherryCreek

Speaker at TEDxUCSB

Speaker at TEDxSanFrancisco

MIDAO

As an advisor at MIDAO, I'm involved in pioneering the use of the Marshall Islands' legal framework to empower Decentralized Autonomous Organizations (DAOs). Our innovative approach recognizes DAOs' uniqueness while ensuring limited liability for members, setting a new digital and legal standard.

Working with MIDAO's visionary team is truly inspiring. Their dedication to innovative business models aligns perfectly with my belief in merging business model innovation with technological advancement for long-term success in the tech industry. It's rewarding to be part of this groundbreaking journey!

Strategic Advisor

MIT Computational Law Report

As the GenAI Editor at law.MIT.edu, part of the MIT Computational Law Report, I am spearheading a groundbreaking initiative at the intersection of law and technology. This role is   a rallying call for individuals eager to shape the future of legal frameworks. We stand at a pivotal juncture where the fusion of legal systems and technology offers unparalleled prospects for innovation and advancement. I extend an invitation to all who harbor a passion for effecting change to embark on this thrilling odyssey with us. We seek contributions from diverse backgrounds, be it legal experts, technologists, developers, or artists, as we endeavor to explore the expansive realm of legal technology through various mediums. Our vision is to foster a future where law is accessible to all, transcending barriers and engaging the brightest minds in tackling society's most pressing challenges. If you're ready to lend your expertise to a multidisciplinary endeavor aimed at illuminating the trajectory of law, I encourage you to submit your work. Let's collaborate in sculpting a legal landscape that is inclusive, equitable, and richly innovative. Together, let's redefine the boundaries of what's conceivable and carve out a historic legacy.

GenAI Editor, law.MIT.edu

Task Force on Responsible Use of Generative AI for Law

Breaking Media

As an Independent Legal Market Distinguished Analyst for Above the Law, I am passionate about exploring the evolving landscape of the legal industry, particularly the growing importance of in-house lawyers. My focus is on the In-House Counsel Compensation Report, where I aim to uncover trends and insights that highlight the critical role in-house counsel play in shaping business strategy and driving innovation. I believe that in-house legal professionals are more influential than ever, guiding companies through complex regulatory environments and advancing corporate objectives. I invite you to participate in Above the Law's 2024 In-House Lawyers Compensation Survey, as your perspectives will help us capture the dynamic shifts happening in the legal profession. Together, we can provide a clearer picture of the value that in-house lawyers bring to their organizations and the broader industry.

Legal Market Distinguished Analyst, Above the Law

As a twice-weekly columnist for Above the Law since 2016, I've written hundreds of articles, predicted numerous trends, and conducted in-depth analyses on in-house legal matters, technology, and the future of law. I am passionate about featuring rising leaders and providing insights that help legal professionals navigate the rapidly evolving legal environment, become more inclusive, and close the digital transformation divide together.

I embrace legal innovation and have dedicated my career to improving and shaping the future of law. I am convinced that the legal profession will emerge even stronger, more resilient, and more inclusive by embracing technology.

Twice-Weekly Columnist, Above the Law

Association of Corporate Counsel

As a technology columnist for the Association of Corporate Counsel (ACC) Docket since 2015, I've authored hundreds of articles—more than anyone else on the platform. I focus on empowering in-house legal teams to elevate their practices through digital transformation by upskilling the practice, business, and operations of law. Additionally, I played a key role in helping the publication transition to a digital format, ensuring it remains a vital resource for legal professionals navigating the evolving landscape.

Docket, Columnist

LexisNexis

It was truly an honor for me to rejoin the LexisNexis (NYSE: RELX) family when they acquired Parley Pro.

As I continue my journey, my top priority lies in seamlessly integrating Parley Pro into LexisNexis CounselLink. This endeavor ensures that our valued users can fully benefit from the combined strengths and capabilities of both platforms.

I am passionate about disruptive technologies, including AI/ML, Web3, and data-driven solutions. Through embracing these innovations, I aim to foster a culture of service and drive forward-thinking approaches that push the boundaries of the legal industry.

My true calling lies in building the future of law, where digital transformation plays a central role. By empowering lawyers to become even stronger, more resilient, and more inclusive through embracing the digital realm, I believe we can create a legal landscape that truly makes a difference. It is my unwavering commitment to these passions that drives me forward each day.

Vice President & CEO of CounselLink CLM (formerly Parley Pro) (NYSE: RELX)

Hey there! I’m Olga, and my path here wasn’t exactly linear. If you’re looking for the kind of CEO bio that starts with “I’ve always known I’d…” well, this isn’t it.

Where It All Began

My journey began in Ukraine, where I dreamed of creating beautiful things. As a kid, I thought art school would be my next big step. But life had other plans—I moved to the San Francisco Bay Area at 13, a place I call “Candy Land” for its endless opportunities. Here, I discovered that tech can be beautiful, functional, and a powerful tool for change. That discovery shaped everything I do today.

The Spark

Today, I live and breathe at the intersection of law, technology, and impact. As a CEO, I’ve led a legal tech startup (which I sold to LexisNexis) and advised Fortune 100 companies and leading tech companies on how to innovate safely and law better. I’ve been privileged to work as a General Counsel, guiding companies through IPOs, acquisitions, and complex investigations. And along the way, I’ve taught at Berkeley Law, researched at Stanford Law, prosecuted cases as a San Francisco DA, written books, spoken at top conferences, and advocated for a future where law serves people—not just systems.

Why I’m Here

In a world that sometimes feels complicated and opaque, I believe we can make law simpler, fairer, and more accessible. The rule of law should be like electricity—there to support all of us without being cumbersome or costly.

My Mission

⚖️ Make Law Accessible – Using technology, we can make law a service for all. It doesn’t need to be expensive or intimidating. It can be clear, helpful, and humane.

🖼️ Design for Understanding – Legal concepts shouldn’t be a mystery. Through design and practical visuals, I want to make law a universal language everyone can understand.

💻 Modernize the Law – The legal system shouldn’t run like a clunky, outdated machine. With new tech, we can make it responsive, resilient, and built for the world we live in now.

Join Me on This Journey

Law doesn’t have to be a dated circuit board—it can be as simple and intuitive as flipping a switch. It can be empowering, fair, and even beautiful. If you’re ready to challenge how we law, let’s connect.

Vice President & CEO of CounselLink CLM (formerly Parley Pro)

It was truly an honor for me to rejoin the LexisNexis family when they acquired Parley Pro.

As I continue my journey, my top priority lies in seamlessly integrating Parley Pro into LexisNexis CounselLink. This endeavor ensures that our valued users can fully benefit from the combined strengths and capabilities of both platforms.

I am passionate about disruptive technologies, including AI/ML, Web3, and data-driven solutions. Through embracing these innovations, I aim to foster a culture of service and drive forward-thinking approaches that push the boundaries of the legal industry.

My true calling lies in building the future of law, where digital transformation plays a central role. By empowering lawyers to become even stronger, more resilient, and more inclusive through embracing the digital realm, I believe we can create a legal landscape that truly makes a difference. It is my unwavering commitment to these passions that drives me forward each day.

Drumlin Strategies

Founder, Business Development and LinkedIn Coach and Consultant for Attorneys and Law Firms

Saunders & Silverstein LLP

Partner

Counsel

Cantor Colburn LLP

Counsel - Trademark & Copyright Department

Associate - Trademark & Copyright Department

McCarter & English, LLP in Hartford, CT

Associate

Downs Rachlin Martin PLLC

Shaheen & Gordon, P.A.

Law Clerk and Attorney

Timberland, a VF Company

Legal Intern

❓Does serving clients and managing a law practice while building a book feel impossible? 
✔️ I work with attorneys to create business development plans that generate revenue, fit within their schedules, and don’t cause dread.

❓Do you see those in your network gaining visibility on LinkedIn and want to join them? 
✔️ You can in 8 weeks with my LinkedIn training and coaching program.

❓Are you a firm owner who wants consistent revenue or to take your firm to the next level? 
✔️ I can work with you to build your brand and grow your bottom line.

❓Are you a partner who needs to bring in clients yesterday? 
✔️ I can coach you on how to build a book of business.

❓Are you an associate who wants to gain visibility and confidence? 
✔️ I can get you there in months. 

👉🏻 As an attorney, business development was last on my list for years. For most of that time, I was focused on billable hours rather than building a book of business. 

(For almost 20 years, I've worked at top firms to protect the trademarks of businesses.)

Once my priorities shifted and I had a plan with activities aligned with my strengths, goals, and ideal clients, I was able to increase revenue 35% YoY, engage 150+ new clients, significantly expand our international TM practice, and grow my visibility here by 800%.

When you have a plan that fits within your schedule and interests, business development doesn’t feel like a chore. My years of trial and error shortens the time it takes to figure out what works for you.

Are you ready to shift your priorities? Send me a message or book a call to join my waitlist.

Download my 10 Impactful LinkedIn Topics to Build Your Visibility and Practice: https://drumlinstrategies.activehosted.com/f/3

_______________
I'm co-author of the bestselling book Women in Law: Discovering the True Meaning of Success and have been recognized as a top trademark attorney by World Trademark Review WTR 1000 and by Super Lawyers in Connecticut.

Listen to me here:
 Powerhouse Lawyers, Episode 59: The Attorney's Guide to Crushing It On LinkedIn
https://podcasts.apple.com/us/podcast/powerhouse-lawyers/id1686603658?i=1000659366524
 
The Thought Leadership Project, Episode 129: Building a Legal Practice
https://www.hcommunications.biz/thethoughtleadershipproject/episode-129-jamie-sternberg 

The Free Lawyer, Episode 142: Unleashing the Power of Mentorship and Networking
https://podcasts.apple.com/us/podcast/the-free-lawyer/id1614507857?i=1000627847019

Mom Life and Law, Episode 47: Building a Network on LinkedIn
https://www.momlifeandlaw.com/podcastepisodes/episode47

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Olga V. Mack

Jamie Sternberg

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