Senior Engineering Manager - AI

Summary

Join Mediafly as a Senior Engineering Manager to lead a cross-platform team in building the next generation of AI-powered products. You will drive delivery, coach a team of software engineers, partner with product and design teams, and champion continuous improvement. The role requires experience leading AI and Agentic Workflow product development, technical fluency across multiple stacks, and a strong delivery and project management mindset. You will be responsible for modernizing systems and development workflows, coaching engineers, and advocating for team needs. This is a 100% remote position offering a competitive salary and benefits.

Requirements

• Previous experience leading the development of AI and Agentic Workflow based products
• Technical fluency to effectively lead engineers working across multiple stacks including Python, React and Node.JS .. You know how to ask the right questions, evaluate tradeoffs, and support technical decision-making even if you're not hands-on every day
• Enough technical depth to participate in architecture reviews, code discussions, and infrastructure planning—and enough judgment to know when to go deep and when to delegate
• A strong belief in fast feedback loops: you champion frequent deployments and believe in shipping value regularly
• A strong delivery and project management mindset; you identify bottlenecks early, prioritize ruthlessly, and bring data to drive decisions and maintain momentum
• Experience modernizing systems and development workflows—especially around CI/CD pipelines, design systems, and platform architecture
• The ability to coach engineers across technical and product silos, helping the team align around shared goals and engineering standards
• A builder's mindset: you’re energized by complex systems, dive deep to solve problems, and scale solutions that improve quality and efficiency
• Balance of backbone and empathy: you bring accountability and clarity while cultivating trust and psychological safety
• A track record of hiring and growing high-performing teams

Responsibilities

• Drive delivery for a focused engineering team, working across multiple platforms and product areas
• Partner in a high-trust triad with the team’s Product Manager and Designer to align priorities, unblock progress, and ensure consistent product success
• Lead, coach, and develop a team of software engineers, understanding their skills and fostering their professional growth to achieve daily tasks and long-term career goals
• Partner with Product and Design to drive customer growth through new Agentic Workflow products
• Make continuous improvement a habit—refine team processes and retrospective practices to build team confidence, accountability, and sustainable delivery momentum
• Identify and reduce silos in product knowledge and technical expertise while navigating day-to-day context switching
• Provide people leadership, technical and delivery coaching, and process support—empowering engineers to do their best work
• Advocate for team needs with clarity—making tradeoffs visible, managing stakeholder expectations, and ensuring we’re resourced to deliver
• Be the key owner of AI and Agentic Workflow development knowledge within Mediafly
• Support a global engineering team with key contacts residing across North America

Preferred Qualifications

Hands-on experience or working knowledge of AWS and/or Datadog, especially around infrastructure, CI/CD, or cloud-based monitoring

Benefits

• Remote based in Canada
• Flexible working hours
• Generous Paid Time Off
• Competitive Salary
• Health Benefits
• Transparent Career Paths
• Generous Paid Parental Leave
• Remote Stipend