Jason Gallaugher
Fractional CTO
Jason Gallaugher is an engineering leader with over 20 years of experience specializing in scaling teams from 20 to 150+ people and turning around struggling technology organizations. His core strength is in operational discovery, where he identifies hidden inefficiencies and implements solutions that create a competitive advantage. With a background that includes leadership roles at You.i TV, Vidyard, BlackBerry, and Shopify, Jason combines deep technical expertise with proven people leadership to help growing companies navigate critical scaling transitions.
Location: Ottawa, Ontario
Working Style: Remote
How Jason Can Help Your Business
-
Is your company facing this?
Your post-revenue company is struggling to scale effectively. Founders feel the current architecture, company culture, or team capabilities are preventing the business from reaching the next level, and key technical projects are stalled.
Jason delivers:
A proven leader who thrives in "messy" situations where he can provide the most value. He transforms chaotic delivery processes into predictable ones, refines technical strategy, implements scalable team structures, and hires new leadership to stabilize the organization for its next growth phase.
-
Is your company facing this?
As a founder, you feel you are losing connection with the business, cannot fully trust your engineering team's recommendations, or are not seeing clear value from your largest cost center.
Jason delivers:
A trusted partner skilled at linking technical operations directly to business objectives. He builds trust with both executive leadership and technical teams, translating complex engineering priorities into actionable business insights and ensuring technology investments drive measurable growth.
-
Strategic Leadership
Aligning engineering strategy with overarching business goals.
Making critical technology stack decisions to support 2-3x growth without costly rewrites.
Designing engineering organizations for sustainable, long-term scaling.
Technological Transformation
Leading platform migrations and modernizations, such as C++ to React Native.
Conducting architecture reviews and prioritizing technical debt to accelerate development.
Optimizing DevOps and release pipelines for faster, safer deployments.
Guiding the operational adoption of AI technologies.
Operational Excellence
Transforming delivery processes from chaotic to predictable and consistent.
Implementing performance management systems and career development frameworks that boost team effectiveness.
Establishing engineering metrics that provide actionable business insights.
-
You.i TV: Grew the engineering organization from 20 to 150+ people across global markets while maintaining a services business that generated over $10M in revenue. He also managed a complex technology stack migration from C++ to JS/React Native that boosted scalability.
Vidyard: Improved cost efficiency by delivering 2x growth at stable costs. He overhauled the engineering organization, doubled the number of product offerings, and helped pivot the company to an AI-based strategy.
GHGSat & RVezy: Served as an interim and fractional leader to guide major technology investments and stabilize engineering teams during critical transitions. At RVezy, he recruited a Chief Product Officer and stabilized the organization over nine months.
BlackBerry: Managed a 30-person organization responsible for the client-side software and payment APIs for the company's app store, learning to operate at scale.
-
Leadership: Works best with leadership teams who are ready to implement recommended changes and value getting things right over getting them done fast. Ideal for founders concerned about culture, technical architecture, or team scalability.
Company Size: 30-150 person companies, particularly those in the 50-100 person range where informal processes are starting to break down.
Company Stage: Scale-ups (e.g., Series A and above) with product-market fit that are struggling with delivery consistency or preparing for rapid growth.
Industry: Industry-agnostic, with direct experience in SaaS, fintech, medtech, telecom, media, and e-learning. The specific scaling challenge is more important than the industry itself.
-
Availability: 25+ hours per week
Start Date: Available within 2 weeks
