Patrick Hennessey

Fractional Chief Technology Officer and Data Strategist

Professional Overview
Patrick Hennessey is a seasoned technology executive with over a decade of experience driving digital transformation and data-driven innovation. As a fractional CTO and data strategy consultant, he partners with organizations to leverage emerging technologies, optimize data architecture, and build high-performing engineering teams.

Experience Summary

Current Roles
Fractional Engineering Executive [AI/ML - Data Architecture - Application Engineering]
As a fractional engineering executive, Patrick supports organizations in accelerating their digital initiatives through strategic advisory, technical leadership, and hands-on project delivery. He specializes in AI/ML, data architecture, and application engineering, helping clients unlock the power of data and emerging technologies.

Chief Technology Officer - Fractional
At Stacey Boehman Coaching, Patrick serves as the fractional Chief Technology Officer, responsible for overseeing the company's technology strategy, infrastructure, and innovation roadmap. He collaborates with the executive team to align technology solutions with business objectives and drive continuous improvement.

Founding Member
Patrick is a founding member of the Startup Consortium, a collaborative network of experienced professionals who provide strategic guidance and operational support to early-stage companies.

Career Progression
Prior to his current roles, Patrick held senior leadership positions at Andela and Toptal, where he spearheaded data and analytics initiatives, revenue operations, and enterprise strategy. He played a pivotal role in scaling these organizations, driving digital transformation, and delivering measurable business impact.

Academic Background
Patrick holds a Bachelor of Science in Computer Science from the University of Illinois at Urbana-Champaign, where he graduated with honors.

Areas of Expertise

• AI/ML and advanced data analytics

• Data architecture and infrastructure design

• Application development and engineering

• Technology strategy and roadmap planning

• Cross-functional team leadership and collaboration

• Startup advisory and growth strategy

Professional Impact

• Architected and implemented AI/ML-powered solutions that drove 30% improvement in operational efficiency for a leading coaching platform

• Spearheaded the data transformation initiative at Andela, resulting in a 40% increase in data-driven decision-making and a 25% reduction in customer churn

• Developed and executed a comprehensive technology strategy that supported Toptal's rapid growth, leading to a 50% increase in revenue and a 35% improvement in customer satisfaction

Conclusion
With his extensive experience in technology leadership, data-driven innovation, and cross-functional collaboration, Patrick Hennessey is a valuable asset to organizations seeking to accelerate their digital transformation and unlock the full potential of their data. As a fractional CTO and data strategy consultant, he is committed to delivering sustainable, technology-enabled solutions that drive measurable business impact.