– WHO WE ARE –
AI is not our first rodeo.
Digital transformation is what we do.
Twenty44 is led by practitioners who have led teams through major digital innovation waves. AI is the biggest one yet, and like others, it all starts with your people.
MANAGING PARTNER
Steve Mast
25+ years building and selling technology businesses. Steve has served as President, Chief Innovation Officer, and Chief Product Officer across digital marketing, research, and technology firms, with a focus on creating environments where clients and teams play, learn, and grow together. His philosophy: success is measured by actions, not words.
PARTNER · LEAD AI ADOPTION & WORKFORCE EDUCATION
Ross McLean
25+ years in brand strategy, consumer insight, and creative technology, now focused on generative AI. Ross studied AI Leadership & Strategy, Advanced Prompt Engineering, and AI-related Change Management at Vanderbilt University and DeepLearning.AI. Previously EVP and Director of Strategic Planning at Foote Cone & Belding Chicago, leading brands like Kraft Mac & Cheese and Coors Light through FCB’s shift from traditional to digital.
PARTNER · LEAD AI PRODUCTS
Randy Matheson
25+ year track record turning ideas into digital products, specializing in generative AI for content creation and using AI tools to build and interact with virtual audiences. Randy has completed AI programs from IBM, Vanderbilt, and DeepLearning.AI.
HEAD TWENTY44 UK
Suzanne Costa
Suzanne has spent over 20 years building the operational foundations that make innovation sustainable. Long before AI made it obvious, she understood that real transformation depends on clear workflows and aligned operations, not ambiguity. She’s held executive roles — including COO and SVP of Strategic Operations and IT — leading cross-functional teams across North America and Europe to integrate systems and deliver lasting change.
Let’s find out where your workforce stands.