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.

Santa Clara University School of Law

Teach courses in:

- Privacy Law

- Entrepreneurs’ Law Clinic - teach privacy law, AI law, internet law, plain language legal writing, marketing law, contracts, employment law, business formation, intellectual property law, financing, and all about the entrepreneurial client. Supervising upper-level law students working with real live entrepreneurs on legal projects for their business (e.g., employment, entity formation, financing, IP, privacy, terms of service, contracts, and anything else an entrepreneur may need)

- Law and Technology of Silicon Valley - speaker series where students learn to work as in-house counsels 

Director of:
- BEACH (Bronco Entrepreneurs Advisory Clinic Hours) where law and business students come together with Santa Clara University alumni mentors to advise startup clients.

- TechEdge JD program, a specialized degree at SCU Law for law students bound for practicing tech law.

Co-supervisor of the Privacy Law Certificate

Assistant Clinical Professor

Senior Clinical Fellow

Adjunct Professor, Lecturer and Supervising Attorney

Law Offices of Linsey Krolik

Linsey's experience holding senior roles in-house at PayPal, Bill.com, ARM, and Palm gives her the ability to partner with businesses effectively to reach their goals. She approaches her work creatively and methodically, with a strong emphasis on project management and clear communication. Linsey has specialized knowledge in privacy, AI, plain language writing and design, product and marketing counseling, and tech licensing/commercial agreements. She functions as an "on-call" or "outsourced" General Counsel for her clients, or on a project basis. 

Main focus areas: data privacy, product development counseling, AI governance.

Privacy and AI attorney

Bill.com

Leader of Bill.com's data privacy program and driver of strategies for compliance with global privacy regulations, including CCPA, GLBA, GDPR, HIPAA, and PIPEDA, and contractual commitments to financial institutions. Launch and maturation of the company’s privacy compliance program in all areas, including governance, data mapping, training, intersection with security, vendor and customer agreements, privacy notices, data transfer mechanisms, marketing and cookie compliance, and honoring customer rights.

Legal partnering with key Bill.com product teams to develop and launch new products and features, including Bill.com’s core accounts receivable and accounts payables products, the Bill.com network, IVA (Intelligent Virtual Assistant, Bill.com’s artificial intelligence platform), and expansion of international payments.

Developed innovative and scalable legal partnering processes for the Bill.com business teams.

Senior Director, Legal (Privacy and Product)

PayPal

Global leader of special project to reimagine PayPal's user-facing agreements, including process and content. Dove deep into global payment regulations, legal operations, project management, and plain language communication.

Senior Director, Associate General Counsel, Head of Global User Agreements and Policies

People leader of the product legal team for PayPal's global core consumer and merchant business. My team and I provided product legal review and guidance, navigating consumer protection, financial services and privacy regulations and credit card association rules. 

Global legal support and counsel in connection with the development, launch and maintenance of merchant and consumer facing products and platforms; regulatory matters (e.g., CFPB rules and guidance, GLBA, Regulation E and UDAAP); and product marketing. 

Key member of the PayPal transition team, following the separation of PayPal from eBay.

Senior Director, Associate General Counsel, Head of Consumer and Merchant Product Legal

Global leader of the separation of PayPal from eBay and legal representative on the PayPal Transition Team. 

Co-lead of an award winning team of attorneys to put in place complex, global operating agreements, transitional service agreements and commercial agreements between PayPal and eBay. Budget and program management for the PayPal separation, driving separation with the effect of minimal increased cost to both companies, and completing the separation within an extremely tight timeline (9 months) and under budget. 

Management of the Legal Fellows Program at PayPal and people manager for attorneys from France, India, Argentina and Russia.

Partner with the business to structure, draft and negotiate U.S. and global commercial agreements, including alliance agreements with new business venture partners (e.g., Google, Facebook, Intuit, Visa), payment services agreements, merchant agreements, and marketing agreements. 

Collaborated with company functions including treasury, procurement, tax, marketing, sales, finance, product and engineering.

Director, Legal Counsel

Outsourced and interim general counsel. 

Solo legal practice for a variety of clients, including microprocessor, software services, Internet, social media and medical device technology businesses.

Emphasis on technology licensing agreements, commercial transactions, OEM agreements, channel distribution agreements, consulting services agreements, intellectual property issues, Internet and social media legal issues, Internet advertising, content and partnership agreements, corporate financing and new company formation matters, trademark prosecution and portfolio management, among other general corporate legal matters.  

Partial client list: Devicescape Software, Tensilica, ARM, Trend Micro, Arteris, VMWare, Sadra Medical, Shifamed, Ciranova, Bold Studios, Morpho Technologies, Silicon Valley Moms Group Blog Network, Studio G Architects, Trango, Sealife Conservation.

Attorney and Founder

Leading semiconductor intellectual property supplier, based in Cambridge, UK.  

Negotiate, draft and manage U.S. and international intellectual property licensing agreements.

Managed outside counsel for intellectual property litigation matters.

Corporate Counsel

OmniSky

Wireless Internet service provider for handheld devices (OmniSky was sold to Earthlink in 2001).

Draft and negotiate U.S. and international content distribution and licensing agreements. 

Defined and implemented the local services content product plan, including timelines, user experience, and monetization of location-based content.

Content Business Development Manager

Palm

Handheld device manufacturer and software provider (Palm was sold to HP in 2010).

Defined Palm’s standard operating system licensing contracts.

Managed all business aspects of existing Palm OS licensing relationships with Handspring, QUALCOMM, and Kyocera including product development, marketing, and management communications.

Licensing Manager

Privacy lawyer & AI governance. Law professor @ Santa Clara Law. JD/MBA. Startup advisor. Formerly in-house @ PayPal, Bill.com, ARM, Palm.

Startup, product, commercial, privacy, and payments attorney. Outsourced General Counsel. Adjunct Professor. Highly focused on project management and good communication.  JD/MBA. Member of the California state bar. Published author and novelist.

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The Battle

Olga V. Mack

Linsey Krolik

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