Sheryl-Ann Gayle

Vice President of Engineering

Utilidata

Oct 2024 - Current (1 year 11 months)

VP of Engineering responsible for leading Utilidata’s engineering transformation from a utility AI platform to an AI power management platform for data centers. Partnered closely with the CTO and executive leadership to define and execute the company’s strategic pivot into the AI data center market, aligning engineering with commercial and product strategy Directed engineering execution against the data center strategy, aligning architecture, organizational design, and delivery with milestones from initial pivot (Q3 2025) through first commercial deployment (July 2026) enabling entry into a multi-billion dollar market segment Led cross-functional engineering transformation spanning embedded software, hardware, cloud data platform, and t

Senior Director of Engineering

EnergyHub

Jun 2023 - Oct 2024 (1 year 5 months)

Led the core platform and application engineering organizations (~50 engineers and managers), owning execution, operating models, and technical strategy for revenue generating DERMS platform. Built a data driven engineering operating model that improved delivery predictability and focus by 15%+. Launched a centralized technical support function to reduce functional teams context switching and improve velocity. Established a growth focused engineering team in partnership with marketing, contributing directly to increased device enrollments and incremental revenue. Played a key role in company wide strategic planning and led a major platform modernization effort to decompose a monolithic architecture into scalable microservices, improving r

Director Of Engineering

Expel

May 2021 - May 2023 (2 years 1 month)

Led multiple engineering teams delivering platform and product capabilities for a high growth cybersecurity SaaS company. Partnered closely with Product, UX, and Customer Success leadership to align engineering execution with business priorities, customer trust, and revenue goals. Regularly assessed and redesigned organizational structure to support growth while maintaining reliability and operational rigor. Coached and developed engineering managers and contributed to budget planning and financial decision making. Guided architectural decisions with a focus on scalability, reliability, and cost efficiency.

Director Engineering, Arc Publishing Professional Services

The Washington Post

Nov 2018 - Mar 2021 (2 years 5 months)

Senior engineering leader supporting Arc Publishing’s professional services and enterprise client onboarding initiatives. Led multidisciplinary engineering teams responsible for launching new enterprise customers onto the Arc platform. Worked across Sales, Product, Platform Engineering, and Account Management to align delivery with business goals. Established scalable engineering standards and delivery processes that reduced time to launch, improved client satisfaction, and enabled the organization to support a growing portfolio of enterprise customers. Contributed to capacity planning, budgeting, and strategic partnerships.

Director of Product Engineering

Teaching Strategies LLC

Sep 2015 - Oct 2018 (3 years 2 months)

Led product engineering teams delivering SaaS web and mobile applications hosted on AWS. Owned day to day engineering operations, resource allocation, and release management while driving performance improvements through process optimization and KPI driven management. Partnered closely with Product Management and customers to align priorities, roadmaps, and delivery timelines. Implemented Agile practices (Scrum and Kanban), improved execution predictability, and recruited and developed high performing engineering teams.

Program Manager

Learning Objects

Feb 2010 - Dec 2010 (11 months)

Manager Engineering

Learning Objects

Sep 2007 - Jan 2010 (2 years 5 months)

Lead Software Engineer

Blackboard

Jul 2001 - Jan 2007 (5 years 7 months)

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