Technology Transformation Strategy & Execution
Leading with Trust. Transforming through Technology.
Our Mission
At ASKTech Works LLC, our mission is to help organizations succeed by designing strategies and systems for sustainable, human-centered success in the AI and digital era. We do this by
- bridging business and technology,
- enabling disciplined execution, and
- cultivating leadership and cultures that turn innovation into lasting impact.
About ASKTech Works LLC
Our Value Proposition
Founded by Abby S. Knowles, ASKTech Works LLC is a boutique advisory firm specializing in technology strategy, leadership development, and disciplined enablement across the U.S. and emerging markets such as the Caribbean and Africa.
With more than 28 years on the front lines as a Fortune 50 global technology executive, Abby has successfully delivered business outcomes as she led the complex, high-stakes transformations many organizations face today. She and her team bring that real-world experience—and a proven ability to build trust quickly—to help clients bridge business and technology, design strategies that work in practice, and accelerate measurable results in the AI and digital era.
At the heart of ASKTech Works’ approach is a focus on strengthening trust between business and technology teams. Having built that trust herself in large, fast-moving enterprises, Abby now teaches leaders how to do the same—creating cultures where collaboration, clarity, and accountability thrive. We combine strategic insight with execution discipline to help organizations align, deliver, and sustain performance in the human-machine age.
Our methods, grounded in proprietary frameworks such as Adoption–Scale–Innovation™ , Bridge5™ , and systems thinking, drive business outcomes while maximizing human potential. Visit our Frameworks page to learn more.
OUR SERVICES INCLUDE:
1. Fractional & Interim Technology Leadership
Delivering results through accelerated transformation, trusted and leadership
Fractional CTO/CIO Leadership • Interim Technology Executive Support • AI & Digital Transformation Governance • Organizational Agility & Delivery Excellence • Executive Team Alignment • Technology Culture Transformation
2. Technology Strategy, Execution & Enablement
From vision to measurable progress — We help organizations simplify complexity, align cross-functional teams, and ensure technology investments deliver results.
AI Integration for Impact • Program Leadership & Accountability • Bridging Business & Technology • Enterprise Agility & Execution Discipline • Cybersecurity & Risk Governance • C-Suite & Board Enablement
3. Tech Leadership & Development
We equip technology leaders and teams to thrive in an increasingly digital, human + machine world.
Executive Coaching & Mentorship • Business–Tech Partnership Optimization workshops • Future-Ready Leadership Workshops • Trust Building Across Business and Technology Teams—teaching leaders to communicate, collaborate, and make decisions with shared purpose
4. Innovation Capacity Building
We help organizations create the systems and culture required to consistently innovate and deliver new value.
Innovation Labs & Pilot-to-Scale Design • Innovations culture and pipelines • Innovation amplification for Underserved Communities & the Caribbean
5. Inspirational Speaking & Events
Dynamic talks and experiences that inspire action, unlock human potential, and connect technology to purpose.
Technology, Equity & Leadership • Winning Team Cultures • Women in Tech Empowerment • Purpose, Faith & Joy at Work (The Joyful System™ Framework)
Ready to bridge business and technology — and build trust that drives results?
About Abby S Knowles, Founder & Principal
Technology Strategist | Enterprise Advisor | Tech-Culture Architect | Social Equity Champion | Green+Tech | Speaker
Abby Knowles is a globally respected technology executive and advisor with more than 28 years of experience leading innovation, operations, and enterprise-scale change within a Fortune 50 telecom organization serving a $100 billion business unit.
Through ASKTech Works LLC, Abby helps organizations accelerate digital and AI adoption, strengthen business–technology trust, and build the leadership capability to execute with discipline and purpose. Her proprietary frameworks—developed and proven in the field—blend systems thinking, culture building, and business acumen into practical, high-impact strategies.
Known for her warmth, wisdom, and authenticity, Abby both builds and teaches the trust that enables teams to collaborate across silos, communicate effectively, and deliver measurable results. Her work bridges the human and machine worlds, helping organizations lead confidently in this era of exponential change.
Beyond her enterprise advisory and execution work, Abby is the founder of the December Leadership Lab—a professional- and personal-development initiative that applies Kolb’s learning science and MIT’s Theory U to enable deep, measurable transformation for individuals and teams. The Lab combines reflection, experiential learning, and intentional design to help participants pause, reimagine, and create actionable roadmaps for purposeful growth—in leadership, work, and life.
With the precision of an engineer, the discipline of a military upbringing, the stamina of a masters athlete, and a core belief that technology must serve good, Abby brings a rare combination of intellect, integrity, and inspiration to every engagement.
Abby brings decades of real-world experience and inspiring storytelling to every stage—helping leaders see technology, trust, and transformation through a more human lens.