Cheralyn Stevenson

About Cheralyn Stevenson

Strategic Legal & Financial Technology Executive with 25+ years driving digital transformation and AI adoption in AmLaw 50 law firms and global professional services. Currently leading enterprise-wide AI strategy at McGuireWoods, achieving 85% user engagement rates and 60% efficiency gains through implementation of Microsoft Copilot, Harvey AI, and advanced legal platforms. Expert in AI governance frameworks, cross-functional program management, and partnership-level stakeholder engagement. Proven track record building internal portals, developing data-driven KPIs, and executing firmwide digitalization roadmaps across legal operations, knowledge management, and technology functions. Recognized for translating complex technical concepts into business value while ensuring compliance with ethical AI principles and data governance standards.

Experience

1. Sr Digital Transformation Leader

   McGuireWoods LLP

   Apr 2024 — Present · Tysons Corner, VA, US

   As part of the AI+ Innovation team, I focus on driving the successful adoption and optimization of our legal technology investments. By collaborating closely with attorneys, business partners and staff across the firm, I ensure our technology tools and applications are aligned with the needs of our users and are effectively supporting their work by leveraging my background in legal technology, project management, and change management. I help foster a culture of collaboration, continuous improvement, and innovation, so we can unlock the full potential of our technology investments and deliver enhanced value to our clients.If you\'re passionate about legal technology and driving adoption within a law firm environment, I\'d love to connect and learn from your experiences.#LegalTech #TechnologyAdoption #ChangeManagement #ContinuousImprovement

Education

• Regis University

  Bachelor of Science - BS

• Colorado Technical University

  Master of Business Administration - MBA, Project Management