Tommy Clifford
Board Chair | Technology Executive | Digital Transformation Strategist
Board-tested executive with 16 years of governance experience and a career spent helping organizations modernize through technology, SaaS, marketing automation, AI-enabled workflows, and clear executive communication.
Board-Tested Technology Leadership
Tommy Clifford brings a rare combination of board governance, technology leadership, SaaS experience, marketing automation expertise, and public communication skills. He has served 16 years on the Prospera Credit Union Board of Directors, including a completed two-year term as Chairman of the Board, and has built a career helping organizations evaluate, adopt, and communicate complex technology in practical business terms.
Board Value
Where Tommy Brings Value to the Boardroom
Technology Transformation
Guides organizations through practical modernization, digital workflow adoption, CRM strategy, automation, and AI-enabled business process improvement.
SaaS & Marketing Technology
Co-founder and president of So Easy Solutions, helping businesses improve customer communication through CRM, email, SMS, funnels, automation, and online presence tools.
Governance Experience
16 years of board service with Prospera Credit Union, including a completed two-year term as Chairman of the Board.
Executive Communication
Experienced media personality and technology educator with a proven ability to translate complex technology into clear, practical language for executives, teams, and stakeholders.
Customer & Member Experience
Brings a people-first lens to technology decisions, helping organizations modernize without losing sight of trust, service, culture, and user adoption.
AI & Automation Strategy
Helps leadership teams understand the practical business impact of automation, AI workflows, and emerging technology.
Professional Background
Experience Across Technology, Media, Financial Services, and Enterprise Operations
Tommy's career spans board governance, SaaS entrepreneurship, real estate technology, enterprise print and digital workflow systems, media communication, and brand technology advocacy.
Experience includes
Thought Leadership
Author & Technology Thought Leader
Tommy is also the author of Rethink Everything You Know About a CRM, a practical look at how modern businesses can use CRM systems, automation, customer communication, and digital workflows to improve how they operate and grow.
Trusted Technology Communicator
As co-host of "Tech Tuesday with Tommy" on WHBY 1150 Radio, Tommy spent years helping business and community audiences understand emerging technology, digital tools, and practical innovation. His media experience strengthens his ability to communicate clearly in the boardroom, simplify complex topics, and help stakeholders make informed decisions.
Credentials
Board Candidate Resume
View or download Tommy Clifford's board candidate resume, including governance experience, technology leadership, SaaS background, media experience, and board-relevant competencies.
Get in Touch
Board Opportunity Inquiries
For board-related inquiries, please use the dedicated project email below so Board Executive Search can remain copied on correspondence.