Head of Engineering

⚡ We’re searching for a bold and technical Head of Engineering to help shape the future of AI-powered enterprise products! 

Our client, a global innovation consultancy, is building the foundation for their in-house engineering team after a full pivot into applied AI. They’ve partnered with Fortune 500 companies across industries - and now, they’re looking for a hands-on leader to drive delivery, establish scalable practices, and build high-impact solutions with real-world value. 

💻 Who You Are: 

• A hands-on engineering leader with a strong technical foundation and experience delivering AI or data-driven solutions in a consulting environment 

• You’ve grown from writing production code to leading and scaling high-performing engineering teams - while staying close enough to the work to dive into the details when needed 

• Comfortable navigating fast-paced, evolving environments where processes are still being defined, and excited to help build structure that supports growth 

• Confident in client-facing settings, with the ability to communicate clearly and collaborate cross-functionally - from internal teams to Fortune 500 stakeholders 
   

📍 Work Type: 

• Fully Remote in Toronto, ON 

• Occasional International Travel – 10% travel to the U.S. and Europe for in-person collaboration with global teams and clients   

Requirements

🎯 What You’ll Do:
This is a foundational role. You’ll build and lead the internal engineering function from the ground up - shaping the team, processes, and strategy that will support AI product delivery. 

Your core responsibilities will include: 

• Technical leadership: Architect scalable, AI-powered software solutions and guide delivery from design to deployment. 
• Team building: Play a key role in shaping and growing a high-performance engineering team throughout 2025 and into 2026. 
• Infrastructure & operations: Establish environments, deployment pipelines, and foundational tooling to support production-grade delivery. 
• Engineering standards: Define coding practices, review workflows, documentation expectations, and quality assurance methods. 
• Client collaboration: Participate in pre-sales and technical discovery conversations with global enterprise clients - communicating technical strategy with clarity and confidence. 
• Cross-functional alignment: Work closely with the Managing Director and Strategy team to align delivery with client needs and long-term product direction. 

⭐ What We’re Looking For: 

• 10+ years in software engineering, with a clear growth path from hands-on development to technical leadership. 
• Experience building enterprise-grade AI or data-driven software applications. 
• Proven experience in a consulting environment - ideally with exposure to U.S. enterprise clients across industries. 
• Comfortable leading across full-stack development and guiding teams through ambiguity. 
• Expertise in AI/ML/back-end and/or full-stack development, including API design, cloud services, and modern frameworks.  
• Hands-on experience with Python-based AI applications, especially integrating LLMs via APIs (e.g. OpenAI, Hugging Face).  
• Expertise AI application tooling like LangChain, vector databases, or RAG workflows.  
• Strong understanding of DevOps fundamentals, such as Docker, CI/CD, and cloud deployments (Azure/AWS/GCP). 
• Clear communicator - able to bridge technical detail with business impact. 
• Strong emotional intelligence, humility, and an openness to collaboration. 

🔥 What Makes This Role Exciting? 

• Build from day one: You’ll have the freedom to shape the engineering function from the ground up, with input into every technical and team-building decision. 
• Global impact: You’ll work with a diverse set of global clients - including some of the world’s most recognized brands - on truly transformative AI products. 
• Not just hype: This is applied AI with real-world value. You’ll lead meaningful builds with a company committed to long-term, sustainable innovation. 
• Collaborative culture: You’ll join a small, informal, and highly supportive team with a European workstyle - open, human-first, and mission-driven. 
• Strategic seat at the table: You’ll contribute to both product and company strategy, helping shape how technical delivery evolves over the next 12–24 months. 

Benefits

• Compensation – Competitive Base Salary 
• Comprehensive Health Benefits – Inclusive coverage for health, dental, and vision to support your well-being 
• Generous Paid Time Off – 25 vacation days per year + Canadian Holidays 
• Remote-First Flexibility – Work from home with the autonomy and trust to own your schedule 

📩 Ready to Lead the Future of AI? Apply Now! 

 
At STACK IT Recruitment, we connect top talent with standout opportunities. If you meet at least 70% of the qualifications, we encourage you to apply, we’d love to chat! 

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