Technical Lead (Ruby on Rails, AI-Native)

CanadaRemotePart-timelead

Other

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Quick Summary

Requirements Summary

At least 8 years of professional experience building, maintaining, and delivering production software systems. Strong professional experience with Ruby on Rails,

Technical Tools

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We are seeking an experienced, hands-on Technical Lead to shape engineering culture, establish technical standards, and guide a distributed development team in an AI-native environment. In this part-time leadership role, you will focus on team coherence, code quality, technical excellence, and developer mentorship rather than coding volume. You will help define how engineers collaborate, make technical decisions, and leverage AI-powered development tools to build and maintain reliable production systems. Working closely with a small team of developers across multiple countries and time zones, you will promote consistent engineering practices and strengthen the overall development culture. This is an opportunity to influence the technical direction of a growing travel technology business while maintaining flexibility through a 50% time commitment. The role is fully remote and designed for an experienced technical leader who values ownership, mentorship, and sustainable engineering practices.

Establish and maintain a strong engineering culture, defining how the development team collaborates, communicates, and approaches technical challenges.
Set and uphold technical standards for code quality, maintainability, reliability, and consistency across the development environment.
Champion AI-native software development practices, ensuring developers use tools such as Cursor and Claude Code effectively and responsibly throughout the engineering lifecycle.
Provide technical leadership and mentorship to a team of four developers, supporting their professional growth, problem-solving abilities, and engineering performance.
Guide architectural and technical decisions, applying sound engineering judgment to ensure solutions are scalable, maintainable, and aligned with business objectives.
Review AI-assisted development workflows and outputs, maintaining high standards for code quality, testing, security, and production readiness.
Establish clear development processes, coding conventions, review practices, and collaboration standards to ensure consistency across a distributed team.
Support knowledge sharing and communication across developers working in different countries and time zones, fostering accountability and team cohesion.
Work closely with company leadership to take ownership of engineering culture and technical team development, allowing leadership to focus on broader business priorities.
Promote continuous improvement by identifying opportunities to strengthen engineering workflows, developer productivity, and the effective adoption of emerging AI technologies.

Requirements

~2 min read

At least 8 years of professional experience building, maintaining, and delivering production software systems.
Strong professional experience with Ruby on Rails, including at least 6 years of production-level experience.
Previous experience leading or mentoring a small engineering team, with the ability to establish standards, guide developers, and encourage strong technical practices.
Excellent technical judgment and deep code-review capabilities, with the ability to assess architectural decisions, identify weaknesses, and maintain high engineering standards.
Daily hands-on experience with AI-native development tools, particularly Cursor and Claude Code, including familiarity with plan mode and AI-assisted coding workflows.
Strong understanding of how to integrate AI-powered tools into software development while maintaining code quality, reliability, maintainability, and appropriate engineering oversight.
Ability to define and implement technical standards, development processes, and collaborative practices that improve consistency and team performance.
Experience working in remote-first, geographically distributed teams, with the ability to coordinate effectively across multiple countries and time zones.
Strong communication, mentoring, and interpersonal skills, with the ability to provide constructive feedback and build trust within a distributed engineering team.
A proactive, ownership-oriented mindset, with the confidence to make technical decisions, resolve challenges, and establish a cohesive engineering culture.
Ability to work independently and effectively within a part-time arrangement of approximately 4–5 hours per day, Monday through Friday.
Excellent internet connectivity and flexibility to attend occasional meetings aligned with UK business needs. Working UK hours is not required.
Legal authorization to work in your current country of residence.