Amy Shepherd.

Key Service Areas
- Artificial Intelligence (AI)
- Branding and Digital Marketing
- Business Development Strategy and Coaching
- Collaborative sales / Cross-selling
- CRM and Marketing Technology
- Fractional Marketing and Business Development Executive
- Marketing Operations & Project Management
- Strategic Planning
About
Amy Shepherd is an award-winning marketing executive and strategic advisor with over two decades of experience driving revenue growth and market positioning for AmLaw firms. Recently recognized among the Top 50 Marketers by OnConferences ICON Awards, Amy combines deep legal industry knowledge with cutting-edge AI expertise to transform how law firms approach client development and marketing operations.
As a consultant at Gladstone Growth Strategies, Amy helps law firms leverage artificial intelligence to enhance marketing effectiveness, streamline business development processes, and create sustainable growth strategies. Her approach integrates her extensive AI training with proven experience driving significant revenue increases and implementing technological innovations that achieve measurable ROI.
Amy’s forward-thinking leadership extends to thought leadership on AI applications in legal marketing. She regularly speaks at industry events on topics including AI, data-driven business development, and next-generation client service. Through her consulting practice, she continues to help firms navigate the intersection of marketing technology, business development strategy, and artificial intelligence to create sustainable competitive advantages in a rapidly evolving legal marketplace.
She is also the founder of AmyAI, a personal consulting venture that empowers everyday users—especially moms and small business owners—to use AI tools to simplify their lives and work smarter, not harder.
Education
- B.S. Business Administration, Penn State University, 2001
Publications
- “Strategic Account Management in the AI Era: Transforming Key Client Relationships,” April 2025
- “The AI Revolution in Legal Marketing: What CMOs Need to Know Now,” March 2025
Speaking Engagements
- “AI Readiness: Trends and Opportunities,” April 2025
- “The AI-Powered Revolution in Legal Business Development,” April 2025
- “Igniting the Marketing Power of Law Firm CLE Webinars,” June 2024
- “Navigating Challenges: Overcoming Marketing and Business Development Roadblocks,” December 2023
- “Marching Toward Data-Driven Business Development: Industry Insights from AmLaw CMOs”, October 2023
- “The Arc of Innovation: Fostering Next-Generation Client Service,” Thomson Reuters 29th Annual Marketing Partner Forum, January 2022
- “CMO Roundtable: Planning for the Unknown,” Legal Marketing Association, Midwest Region, September 2021
- “A Fistful of Dollars,” The 28th Annual Marketing Partner Forum, August 2021
- Contributor, “Marketers Giving Thanks…”, KHS People Blog, November 2020
- “Act 2: Best Practices for B2B Marketers to Succeed as the Economy Opens,” American Lawyer Media, June 2020
- “Vampires of Business Development,” Legal Marketing Association, Philadelphia, October 2018
- “Lateral Integration: Recruiting, Marketing and Business Development,” Legal Marketing Association, Philadelphia, September 2015
Awards and Recognitions
- OnCon ICON Awards, “Top 50 Marketer”, 2024
- OnCon ICON Awards, “Top 10 Marketer”, 2023
Professional Associations & Boards
- OnCon ICON Awards, “Top 50 Marketer”, 2024
- OnCon ICON Awards, “Top 10 Marketer”, 2023
Certifications
- OpenAI GPTs: Creating Your Own Custom AI Assistant, Vanderbilt University, February 2025
- Agentic AI and AI Agents: A Primer for Leaders, Vanderbilt University, February 2025
AI-Driven Leadership: Strategies for the Future, Stanford University Online, November 2024 - Chat GPT Expert, Blockchain Council, September 2024
- AI and Analytics in Marketing, University of Miami Herbert Business School, August 2024
- Generative AI for the Legal Profession, Berkeley Law Executive Education, August 2024
- Pandemic Compliance Advisor, Health and Education Services, Inc., October 2021
- Smart Collaboration Master Class, Harvard Law School Executive Education, October 2020
- Business Development Coach Certification, Law Vision, January 2019
- White Belt in Legal Lean Sigma® and Project Management White Belt in Legal Lean Sigma® and Project Management, Legal Lean Sigma Institute, April 2016
- Oz Principle Certification, Culture Partners, June 2014
Memberships
- Legal Marketing Association
Professional and Community Involvement
- LMA member
Professional Experience
- 33 years
Legal Industry Experience
- 25 years
Other Experience
- 10 years in the automotive industry in sales, business development and operations