Location: REMOTE / Toronto, Ontario
This job allows you to work remotely.
We are looking for a hands-on Chief Technology Officer who can lead technical strategy while actively contributing to the product and platform.
You will work closely with the Founder/CEO, product leadership, and engineering team to scale our AI-native platform and guide the technical direction of the company.
This role requires someone deeply technical, comfortable building with modern AI tooling, and experienced shipping production systems at startup speed.
In the first phase of this role, we expect the CTO to drive impact across several critical areas:
Ship High-Value AI Workflows
- Execute and deliver the most important AI-driven workflows on the product roadmap, helping bring high-impact capabilities to customers quickly.
Improve Agent Reliability & Observability
- Strengthen the reliability, monitoring, and debugging capabilities of the system’s AI agents to ensure consistent performance in production environments.
Strengthen the Current Engineering Stack
- Evaluate and improve the existing architecture, tooling, and development practices to ensure the platform is scalable, maintainable, and optimized for rapid development.
Raise Engineering Velocity
- Identify bottlenecks and introduce processes, tooling, and architectural improvements that allow the engineering team to ship faster without sacrificing quality.
Mentor the Core Engineering Team
- Work directly with engineers across the team to elevate technical standards, mentor developers, and build a strong engineering culture.
Document the Current Technical System
- Create clear documentation covering the system architecture, services, workflows, and infrastructure to ensure technical clarity as the company scales.
What You’ll Be Doing
- Architect and scale our AI-forward platform and infrastructure
- Build and deploy AI-powered workflows and agent systems
- Work hands-on across the codebase when needed
- Collaborate closely with product leadership on roadmap execution
- Improve engineering practices and development velocity
- Mentor engineers and guide technical decision-making
- Introduce a scalable system design as the company grows
- Ensure high-quality production deployments and system reliability
Technology Stack
- Go (backend services)
- React / TypeScript (frontend)
- Python (AI/ML components)
- LLM integrations and AI agents
- Modern cloud infrastructure
Must Have Skills:
We are particularly interested in candidates who have experience building AI-native applications and production LLM systems.
Technical Experience
- Significant hands-on software engineering experience
- Experience building and deploying AI-powered systems into production
- Strong knowledge of modern backend architecture and distributed systems
- Experience with LLM integrations, agents, or AI-driven workflows
- Comfortable working across multiple layers of the stack
- Experience improving reliability, observability, and scalability
- Leadership Experience
- Experience mentoring engineers and leading technical teams
- Ability to guide architectural decisions in fast-moving environments
- Comfortable balancing hands-on development with technical leadership
- Startup experience strongly preferred
