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Jobs(31,341)/Director of Engineering Role(184)/Robots and Pencils (18) - Director of Engineering
Robots and Pencils

Robots and Pencils - Director of Engineering

Remote - Canada2mo ago
RemoteDirectorNAArtificial IntelligenceSoftwareDirector of EngineeringEngineering ManagerClaudeCursorCoachingTeam LeadershipStakeholder Management

Requirements

• 10+ years of overall engineering experience, including at least 3 years in an Engineering Manager or Director role leading multi-person technical teams, with a hands-on background building software and leading projects earlier in your career. • Strong people leadership, coaching, and talent development skills, with a track record of building high-performing teams. • Working understanding of modern software development, cloud platforms, and AI-assisted engineering practices. • Extremely strong AI and agentic development skills — not just familiarity but the ability to teach others, set standards, and create measurable impact at the client level using tools like Claude, Cursor, and other AI-forward platforms. • Experience managing distributed or geographically dispersed teams and aligning capacity with shifting demand. • Fluency with engineering metrics and data-informed delivery management. • Excellent communication, stakeholder management, and organizational skills. • Consulting mindset, whether through direct experience at a firm or in a role servicing external clients or internal business units — you understand how to earn trust, manage expectations, and deliver value in client-facing contexts. • Strong focus on team and talent development, with a demonstrated ability to grow engineers into leaders and build high-trust, high-performance teams over time. • AI-forward thinker who stays ahead of the curve, brings genuine enthusiasm for what’s possible, and can translate that into practical outcomes for clients and the team. • Strategic thinker with a bias for action — you can set direction, build a plan, and then roll up your sleeves to make it happen without waiting for perfect conditions. • Practical hands-on skills in leading the design and delivery of AI/ML systems, including agentic architectures, LLM integration, and production deployment on modern cloud platforms. • Success Measures • Success Measures • Talent engagement, retention, and growth of technical talent • Regional P&L performance, including revenue contribution, margin health, and cost efficiency of the engineering organization • Quality and speed of engineering hiring, including interviewing throughput and calibration consistency for senior technical roles • Delivery quality, velocity, and client satisfaction • Adoption and effective use of AI-forward tools and AI-assisted delivery across the team • Resource utilization and staffing effectiveness against demand • Career progression and leadership development of team members • Regional engineering capacity, capability maturity, and readiness • You’ll Do Well Here if You Are • A doer. You see something broken and fix it. You'd rather move on clarity than wait for certainty. • A doer. • A fast learner who knows you don't know everything. The AI landscape changes weekly. You're senior enough to know better and curious enough to keep learning anyway. • A fast learner who knows you don't know everything. • Direct in a way that makes the work better. You give honest feedback. You'd rather have the hard conversation than blow smoke. • Direct in a way that makes the work better. • Obsessed with craft. You know genius is in the details. You ship exceptional, not perfect, and you don't put your name on work you wouldn't stand behind. • Obsessed with craft. • Built for ownership. You honor commitments, admit mistakes fast, and back your teammates when a decision costs something. No handoffs, no finger-pointing. • Built for ownership. • All in. You treat clients' businesses like your own. You take the work seriously without taking yourself seriously. • All in. • Resourceful when the budget, timeline, or team is tight. Constraints don't slow you down. They sharpen you. • Resourceful when the budget, timeline, or team is tight. • Glad to be in the room with people who care as much as you do. Our teams average fifteen-plus years of experience. We hire people who push each other to do better work. • Glad to be in the room with people who care as much as you do.

Responsibilities

• Lead, coach, and grow a geographically aligned engineering organization, developing technical talent and the next layer of engineering leaders. • Champion adoption of AI-forward tools and AI-assisted delivery, raising both velocity and expertise. • Partner with sales, verticals, and practice leaders to align engineering capacity with business demand and staff teams with the right skills and experience. • Foster a culture of technical excellence, ownership, and continuous improvement, where engineers verify and stand behind AI-assisted work. • Drive adoption of engineering standards, security requirements, and quality practices across an AI-augmented software development lifecycle. • Use data to manage delivery performance, resource utilization, and team health, layering AI-assisted delivery signals onto core engineering metrics. • Build team AI capability through coaching, upskilling, and knowledge sharing, leaving no engineer behind as tools and practices evolve. • Support workforce planning, recruiting, onboarding, performance management, and succession planning for future technical leaders. • Collaborate with other Engineering Directors and Managers to keep standards consistent across regions, and escalate and resolve staffing, delivery, and personnel challenges as needed. • Own regional P&L, including revenue accountability, margin performance, and resource investment decisions for the engineering organization. • Actively participate in recruiting and interviewing for senior technical roles, evaluating candidates against both technical and cultural standards and partnering with Talent to build engineering hiring pipelines. • Set the standard for AI-forward engineering practice — using tools like Claude and Cursor with sophistication, modeling what great looks like, and helping the team adopt AI tools effectively and with confidence. • Lead the design and delivery of AI/ML systems end-to-end, from architecture decisions through production deployment, bringing both strategic vision and hands-on judgment to every phase.

Benefits

• What You’ll DoLead and grow a geographically aligned engineering organization at the director level, owning regional P&L, setting the standard for AI-forward engineering, and ensuring successful delivery of client and internal initiatives while developing technical talent and maintaining engineering excellence.

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