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CWG

Cheryl Wilson Griffin 

Vice President, Advisory Services

Legal technology advisor specializing in guiding large and mid-sized law firms, legal technology companies, and investors through high-stakes technology, strategy, and growth decisions.

Cheryl Wilson Griffin is a legal technology advisor with more than 20 years' experience supporting senior decision-makers at large and mid-sized law firms, legal technology companies, and investment teams navigating complex market and technology choices. Her work focuses on aligning strategy, technology, and organizational realities in environments where risk tolerance is low and consequences are material.

She brings a judgment-driven, practitioner-informed perspective shaped by more than two decades working directly with lawyers, firm leadership, legal operations teams, and legal technology operators. Cheryl is known for her ability to assess not only whether a technology or strategy is compelling in theory, but whether it will withstand the practical pressures of legal workflows, governance expectations, security requirements, and buyer scrutiny.

Her advisory work is grounded in pattern recognition developed across the legal ecosystem—spanning buyers, sellers, and investors. This vantage point allows her to identify where legal technology creates durable value, where misalignment creates friction, and how firms, vendors, and investors can make decisions that hold up over time.
  

A long-standing leader in legal technology, Cheryl Wilson Griffin is a reality-grounded visionary with a full-stack perspective forged by operating at the highest levels of the legal tech ecosystem from every conceivable vantage point.

Since 2002, she has been immersed in legal technology—from the billable trenches to the boardroom. She has built and led innovation inside some of the world’s most respected law firms, helped launch and scale cutting-edge platforms, and advised investors and founders on how to navigate the industry's nuance and inertia.

With a proven record in organizational transformation, relationship building, and strategic implementation, she has established herself as a trusted advisor and an authoritative voice on the future of legal practice.

Expertise

Advisory services for large and mid-sized law firms

Legal technology product–market alignment and buyer workflows

Go-to-market strategy for legal technology companies

AI adoption, governance, and risk in legal environments

Privacy, security, and enterprise readiness for legal tech

Legal technology market analysis and competitive positioning

Investor and corporate M&A diligence in legal technology

Credentials

VC University - Professional Certificate
National Venture Capital Association

Certified Information Privacy Professional - Europe (CIPP/E)
IAPP

Project Management Professional (PMP)
Project Management Institute

Education

Master of Business Administration (MBA), Management of Information Systems, Purdue University

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Select Publications

18727

Selling Tech to Litigation: Unlocking Growth with Dual Pricing Models

18728

Managing the Cost of Change: Smart Strategies for Legal Tech Buyers