Director of Engineering
Trail
Director of Engineering
Trail
Digital operations platform for hospitality checklists
About Us:
Trail is the context layer AI agents run on. We're building the missing layer between your company's rules, exceptions, and institutional knowledge and the agents trying to act on them. It's a governed graph that lets any agent or platform, including Trail agents, make the right call on your most complex business processes. Agents today fail not because models are weak, but because they're never given the judgment a business builds up over years. We're fixing that.
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We’re looking for a Director of Engineering to lead and scale a high-performing engineering team, drive technical excellence, and partner closely with Product and business leadership to deliver impactful products.
Lead, mentor, and grow engineering teams while building a culture of ownership, accountability, and high performance.
Manage and lead a team of 5–10 engineers, providing clear direction, mentorship, and performance guidance.
Own engineering execution across planning, prioritisation, timelines, quality, and delivery.
Partner closely with Product to understand business priorities, make technical estimates, and drive effective trade-offs.
Define and guide system architecture, HLD, scalability, performance, reliability, and engineering standards.
Solve complex technical and organizational problems and unblock teams effectively.
Drive improvements across SDLC, development practices, code quality, testing, and engineering efficiency.
Communicate clearly with engineering, product, and other stakeholders to create alignment.
Champion a strong bias for action, customer focus, and continuous improvement.
8+ years of software engineering experience with significant engineering leadership/people management experience.
Proven experience managing teams of 5–10 engineers.
Strong backend engineering experience and deep understanding of large-scale systems.
Strong HLD, system design, and architectural trade-off expertise.
Strong project and execution management skills.
Good product understanding with the ability to prioritize and make pragmatic technical decisions.
Excellent communication, collaboration, and problem-solving skills.
B.E /B tech in Computer Science, Software Engineering, or related field from a well-reputed institute
Trail provides a digital operations platform for hospitality to replace paper-based processes, centered on a smart checklist that guides daily tasks like food safety and opening/closing checks. It works by prompting the right team member at the right time, logging every completed action to support accountability, audits, and inspection readiness, and offering features such as custom tasks, record logs, audits, dashboards, corrective actions, and real-time alerts, plus an AI Copilot for policy questions. It differentiates itself by targeting multi-site hospitality operations with a clear path from paper to digital workflow, comprehensive audit and compliance tools, and scalable pricing based on active sites with unlimited users. Trail aims to boost operational efficiency, consistency, and compliance across hospitality teams by replacing manual paperwork with an integrated, data-driven system.
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