Head of AI Engineering & Enablement

We're Hiring!

We're looking for brilliant thinkers to join our #Rocketeers. If you've ever wondered what it's like to work in a place where people enjoy their work and where talent is more important than the title, then keep reading.

What is ScalePad?

ScalePad is a market-leading software-as-a-service (SaaS) company with headquarters in Vancouver, Toronto, Montreal and Phoenix, AZ. However, we are proud to say our employee reach is now global so we can best serve our partners all over the world.

Our success is no accident: ScalePad provides MSPs of every size with the knowledge, technology, and community they need to deliver increased client value while navigating the continuously changing terrain of the IT landscape. With a suite of integrated products that automate and standardize MSP’s operations, analyze and uncover new opportunities, and expand value to clients, ScalePad is equipping the MSP adventure.

ScalePad has received awards such as MSP Today’s Product of the Year, G2’s 2024 Fastest Growing Product, and 2024 Best IT Management Product. In 2023, it was named a Best Workplace in Canada by Great Place to Work™. ScalePad is a privately held company serving over 12,000 MSPs across the globe.

You can contribute to our innovation and appreciate how your work is helping take this company to a higher level of operational maturity. More on that here.

Your mission should you choose to accept it.

As Head of AI Engineering, you will join the tech-management team as the leader for AI development initiatives, shaping and executing our AI strategy. You’ll guide teams in building AI applications that reason, adapt, and drive real impact. This is a hands-on leadership role where you will mentor teams, enhance developer productivity, and ensure best practices in AI development, software engineering, and system design.

You will play a critical role in boosting developer experience, fostering AI-first product thinking, and embedding governance and ethics into AI-driven systems. Additionally, you will drive advanced AI architectures, integrating agentic AI techniques, AI-powered automation, and analytics into decision-making workflows.

Responsibilities.

Technical Leadership & AI Strategy

• Architect state-of-the-art AI applications leveraging advanced prompting techniques, agentic frameworks, structured/unstructured data access, AI analytics, ML training and fine-tuning, and tool interactions.
• Provide deep expertise in Machine Learning (ML), Large Language Models (LLMs), Graph Neural Networks (GNNs), Retrieval-Augmented Generation (RAG), and multi-modal AI (text, vision, structured data).
• Guide teams on AI-first application design, ensuring scalability, robustness, and reasoning capabilities in AI-driven products.
• Lead the design of multi-agent architectures and chain-of-thought reasoning, ensuring AI applications leverage advanced automation and self-improving workflows.
• Maintain strong software architecture and design principles, integrating Domain-Driven Design (DDD) and metadata-driven development into AI solutions.
• Drive efficient MLOps & AI DevOps, ensuring high-velocity, high-quality AI development with automated monitoring, retraining, and CI/CD pipelines.
• Seamlessly integrate AI-driven analytics and Business Intelligence (BI) methodologies, ensuring AI enhances decision-making and operational efficiency.

AI Governance & Ethics

• Implement responsible AI practices, ensuring transparency, fairness, and bias mitigation in AI models.
• Advocate for a human-empowered AI vision, ensuring AI augments rather than replaces human decision-making.
• Establish AI governance frameworks to monitor and control AI system behavior, ensuring ethical and regulatory compliance.
• Champion explainable AI (XAI) and AI observability, ensuring stakeholders understand and trust AI-driven decisions.

Team Leadership & Developer Experience

• Build, manage and mentor a globally distributed team of AI and BI engineers, fostering a culture of innovation, accountability, and continuous learning.
• Actively support and improve developer productivity, ensuring seamless AI integration into software development workflows.
• Enable AI engineers to work efficiently within a domain-driven and metadata-driven development approach, optimizing for modularity and reusability.

Cross-Functional Collaboration & Leadership

• Partner with engineering, product, data science, and ScalePad OS teams to align AI solutions with business objectives and drive measurable impact.
• Lead by influence, effectively communicating complex AI concepts to both technical and non-technical stakeholders explaining the benefits, limitations and value it can bring in production system
• Advocate for AI-first product thinking, ensuring AI capabilities are embedded seamlessly into customer-facing features.
• Work with Strategy and Business Intelligence teams to integrate AI-driven analytics into strategic decision-making and enterprise intelligence workflows.

Qualifications.

• A curious, hands-on leader who isn’t afraid to dive into the code when necessary.
• A natural mentor and coach, with a passion for developing talent and fostering AI excellence.
• Strong technical depth in AI, ML, LLMs, graph-based AI, multi-modal AI, and software architecture principles.
• Proven record of software development excellence, seamlessly integrating AI advancements into engineering execution and product impact
• Proven ability to bridge the gap between AI research, engineering execution, and product impact.
• Deep experience with MLOps, AI DevOps, vector databases, embeddings, and automated AI workflows.
• Experience in AI governance and ethics, ensuring compliance, fairness, and responsible AI practices.
• Strong executive presence, able to engage and influence C-level stakeholders while aligning AI strategy with business goals.
• Experience managing individual contributors (ICs) and globally distributed teams, ensuring high performance in fast-paced environments.

Why Join Us?

• Shape the Future – Lead the evolution of AI-driven products, integrating agentic AI, analytics, and automation into enterprise solutions.
• Innovative Environment – Work with cutting-edge AI/ML technologies and a high-impact team in a dynamic, entrepreneurial setting.
• Global Impact – Drive AI initiatives that scale across industries, influencing AI-powered decision-making at an enterprise level.

What You’ll Love Working As A Rocketeer:

• Everyone’s an Owner: Through our Employee Stock Option Plan (ESOP), each team member has a stake in our success. As we scale, your contributions directly shape our future – and you share in the rewards.
• Growth, Longevity and Stability: Benefit from insights and training from our leadership and founder, whose extensive experience in funding and scaling successful software companies creates a stable environment for your long-term career growth. Their proven track record fosters a culture of lasting success.
• Annual Training & Development: Every employee receives an annual budget for professional development, empowering you to advance your skills and career on your terms.
• Hybrid Flexibility: Enjoy a world-class office at our headquarters in downtown Vancouver, Toronto, and Montreal
• Cutting-Edge Gear: Whether in the office or at home, you’ll be set up for success with top-of-the-line hardware.
• Wellness at Work: Our Vancouver office features a fitness facility, outdoor ping-pong tables, and even a climbing wall to help you stay active and energized.
• Comprehensive Benefits: We’ve got you covered with an extensive benefits package with 100% medical and dental coverage fully employer-paid, RRSP matching after one year of employment, and even a monthly stipend to help offset the costs of the hybrid experience.
• Flexible Time Off: With our unlimited flex-time policy in addition to all accrued vacation allows you to take the time you need to recharge and thrive.

Dream jobs don’t knock on your door every day.  

ScalePad is not your typical software company. When we hire you, we aren’t just offering you a job, but rather we are committing to investing in both you and your long-term career. You'll help shape how this modern SaaS company operates and make a genuine impact on the future of our people, product, and partners.

We invite all qualified candidates to apply. Please note, you must be eligible to work in Canada to be considered for this role. We thank you for your interest. However, only successful applicants will be contacted.

At ScalePad, we believe in the power of Diversity, Equity, Inclusion, and Belonging (DEIB) to drive innovation, collaboration, and success. We are committed to fostering a workplace where every individual's unique experiences and perspectives are valued, and where employees from all backgrounds can thrive. Our dedication to DEIB is woven into the fabric of our culture, guiding our actions and decisions as we build a stronger and more inclusive future together.

Join us and be part of a team that celebrates differences, embraces fairness, and ensures that everyone has an equal opportunity to contribute and grow. Together, we're creating an environment where diverse voices are not only heard but also amplified, where everyone feels valued, and where we can all achieve our full potential.

Please no recruiters or phone calls.