Randy Whitmeyer is a technology and intellectual property lawyer who regularly serves as counsel to emerging and mid-sized technology companies, advising on the contracts, partnerships, and legal issues that shape how they operate and grow.
With more than 35 years of experience, Randy works with software companies, SaaS providers, managed service providers (MSPs), and companies that rely on technology in their operations. His practice includes enterprise software and SaaS agreements, strategic partnering arrangements, artificial intelligence (AI), intellectual property protection, and privacy and data security. He works regularly with non-tech companies on their tech contracts and issues and is particularly experienced in negotiating complex, enterprise-level SaaS agreements with Fortune 500 companies.
Randy brings an entrepreneurial perspective to his practice. Before becoming a lawyer, he worked at a computer software startup, an experience that continues to inform his practical, business-oriented approach to advising clients.
In addition to his client work, Randy is a frequent speaker on legal issues affecting the technology industry, including MSP contracts and liability, artificial intelligence and intellectual property, and cybersecurity, data breach, and privacy developments.
When he is not practicing law, Randy is often on the tennis or padel court and is a seven-time winner of the Wake County Bar Association tennis tournament.
- Legal 500’s North Carolina Elite: Intellectual Property (2026)
- Best Lawyers: Trademark Law (2027), Information Technology Law (2024-2027), Copyright Law (2022-2027)
- Business North Carolina Legal Elite: Intellectual Property Law (2014-2015, 2022)
- Super Lawyers (2017-2019)
- Advises on legal issues and contracts relating to use of artificial intelligence
- Assists with managed service provider (MSP) contracts and other issues affecting MSP’s.
- Drafts and negotiates strategic partnering agreements
- Negotiates enterprise-level SaaS agreements with Fortune 500customers on behalf of software and SaaS clients.
- Analyzes applicability of GDPR, CCPA and other privacy laws for numerous clients and draft related Privacy Policies and Notices.
- Manages brands and trademarks for national and international companies, including trademark availability analysis and preparing and filing of trademark applications.
- Strategizes and assists in buying and selling software and IT services companies.
Since 1994, Randy has been a frequent speaker on legal issues affecting the technology industry at local, national and international conferences.
- “MSP Contracts and Liability”, ProTier MSP Peer Group (2024)
- “Intellectual Property Issues and Artificial Intelligence”, Warwick Legal Network (2023)
- “Cybersecurity Insurance, Data Breach, and Privacy Update.” OPDA Technology Alliance (2019)
- “Risks of Holding Client Data Hostage.” OPDA Technology Alliance (2017)
- “Top Tips for US Companies Doing Business in India.” India Business and Law Journal (2017)
- “Legal Issues in Doing Business Internationally.” MLG Client Seminar (2016)
- “Everything as a Service” Contracts. Association of Corporate Counsel (2016)
- “MSP Legal and Contract Issues Update”, OPDA Technology Alliance (2015)
- “Key Issues in Strategic Alliances.” MLG Client Seminar (2014)
- “Update on Open Source and Intellectual Property Issues.” Association of Information Technology Professionals (2013)
- “HIPAA, HITECH Act, and the Omnibus Rule: An Update for Business Associates.” OPDA Technology Alliance (2013)
- “Legal and Contract Issues Surrounding Cloud Computing.” IEEE (2013)
- “Managed Service Provider Contracts.” OPDA Technology Alliance (2013)
- “Privacy Law Update: Strategies for Handling Personal Information.” Financial Directions Seminar (2013)
- “IP 101 for Entrepreneurs: Top 10 IP Mistakes Made by Emerging Companies.” NC State University (2012)
- “Contracting with the Healthcare Cloud Service Provider.” NC HICA Workshop on Health Information in the Cloud (2011)
- “Intellectual Property and Contract Issues in M&A Transactions.” Whitmeyer/Tuffin Seminar (2011)
- “Lost in the Cloud: Legal Issues Surrounding Cloud Computing.” NC Bar Association (2010)
- “Hot Topics in Information Technology Law.” Association of Information Technology Professionals (2010)
- “Introduction to Business Entities and Intellectual Property Protection for Start-Ups.” Council for Entrepreneurial Development (2009)
- “Internet and E-Commerce Law Update.” LawExchange International (2009)
- “Introduction to Intellectual Property and Social Networks.” United Arts Council (2009)
- “Legal and Regulatory Issues Affecting E-mail Management.” CIO Forum and Executive IT Summit (2007)
- “Taking Your Business Global.” Council for Entrepreneurial Development, Executive Workshop (2007)
- “Intellectual Property Licensing.” Patent and Trademark Office Inventors’ Conference (2007)
- “An Update on Copyright Law and the Internet.” International Technology Law Association: IT Law Bootcamp (2007)
- “Legal Issues Associated with Doing Business Internationally.” NCACPA: Annual Symposium (2006)
- “Hot Topics in Information Security and Privacy Law.” UNC School of Law: Festival of Legal Learning (2006)
- “Update on Open Source Legal Issues.” Center for International Legal Studies (2006)
- “Healthcare IT Contracts.” North Carolina Medical Society Management Conference (2005)
- “Legal Protection for Scientific and Technical Materials.” UNC School of Law: Festival of Legal Learning (2003)
- “Key Contract and Legal Issues in Software Development Agreements.” Client Presentation (2002)
- “Legal and Policy Issues Associated with Information Technology.” Co-creator and adjunct professor of graduate course at UNC-Charlotte School of Information Technology (1998-2001)
- “Legal Issues Associated with the Internet.” Duke University: Continuing Legal Education program (1994)
- North Carolina State Bar (1996)
- Former member of Illinois State Bar
- OPDA Technology Alliance: Member (national group of managed service providers)
- Communities in Schools of Wake County: Board of Directors (2000-2019), Chairman (2010-11)
- International Technology Law Association: Member (1996-present), U.S. Recent Developments Editor (1998-2000)
- UNC Journal of Law and Technology: Board of Advisors
- Greater Raleigh Chamber of Commerce: Leadership Raleigh Graduate
- Clerkship: Hon. Judge Walter J. Cummings, United States Court of Appeals, 7th Circuit, 1991-1992