Insomnia Cookies

Director of Engineering

Philadelphia, PA, US

about 1 month ago
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Summary

At Insomnia Cookies, we believe warm cookies and tech go hand in hand. As we continue to expand our late-night empire, our digital platforms are key to delivering exceptional guest experiences—from craveable online ordering to smooth in-store systems. We're seeking a Director of Engineering to lead the talented team behind our web and mobile applications and scale our architecture for the next chapter of growth.

The Director of Engineering is a hands-on leader who will shape the future of Insomnia’s digital experience. You’ll lead the engineering teams behind our ecommerce, loyalty, and store technologies, setting a high bar for both team performance and technical quality. You’ll operate as a force multiplier—removing roadblocks, coaching talent, guiding architectural decisions, and pushing the boundaries of modern engineering practices, including AI-augmented development.

Reporting to the VP of Digital Product & Development, the Director will manage a team of three Full Stack Engineering Leads, and indirectly oversee engineers across multiple scrum teams. This is a hands-on leadership role where technical excellence, people development, and executional clarity are key. You’ll help set and uphold best practices, modern development standards, and ensure delivery of high-quality, scalable, and secure software.

Sweet Position Perks:


  • 4 day work week!! (yupp, we get every Friday off)
  • A competitive base salary plus annual bonus compensation package
  • A relocation package to assist in moving to the Greater Philadelphia area
  • Eligibility for our Long-Term Incentive Program
  • Excellent comprehensive benefits coverage that includes medical, dental, vision & pet insurance plans
  • 401K with contribution match
  • 3 weeks paid vacation plus 2 paid Insomnia personal wellness days
  • Relaxed, fun, come as you are office culture
  • Free cookies, branded swag and so much more!




Job Responsibilities:

  • Leadership & Team Management
  • Lead, coach, and grow a team of engineering leads and their direct reports, creating an environment of accountability, collaboration, and continuous learning
  • Cultivate an engineering culture focused on innovation, speed, and quality—balancing long-term architecture with near-term delivery
  • Own the technical rhythm of the team: rituals, code quality, reviews, standups, and release cadence
  • Encourage experimentation and exploration of emerging technologies, including AI tooling, to improve developer velocity and product performance
  • Establish and maintain engineering best practices, code quality standards, and architectural consistency across teams
  • Partner with the VP of Digital Product & Development to ensure seamless execution of the product roadmap and sprint planning
  • Champion agile methodologies, promote cross-functional collaboration, and streamline development operations




Engineering Oversight

  • Lead development across the full stack (ReactJS, PHP/Laravel, MySQL) with deep involvement in architecture, performance optimization, and scaling
  • Evaluate and implement modern tooling, patterns, and frameworks to keep our platform cutting-edge, including cloud infrastructure improvements, system integrations, and CI/CD enhancements
  • Drive adoption of developer productivity tools and testing automation to reduce friction and improve release confidence
  • Oversee code reviews, release cycles, testing coverage, and post-release monitoring to uphold high quality and reliability




Strategic Planning & Execution

  • Contribute to the technology strategy and participate in long-term planning with product, design, and data teams
  • Identify areas for innovation and optimization across frontend, backend, APIs, and infrastructure
  • Actively collaborate on platform modernization and refactoring initiatives that improve performance and reduce technical debt
  • Stay ahead of trends in software engineering and propose new methods to boost reliability, speed, and team effectiveness




Mentorship & Culture

  • Build a healthy engineering culture grounded in transparency, innovation, and ownership
  • Provide career development support and mentorship to engineers and leads
  • Champion inclusivity and diversity within the engineering team




Tech Stack You’ll Be Working With:

  • Frontend: ReactJS, HTML5, CSS, JavaScript
  • Backend: PHP/Laravel, RESTful APIs, GraphQL (plus!)
  • Database: MySQL (bonus if experience with Postgres)
  • Tooling: Git, CI/CD pipelines, Agile project management tools (JIRA, Azure Boards, etc.)
  • Testing: Unit and integration testing frameworks
  • Other: ORM frameworks (Eloquent, Django, Active Record), experience with cloud infrastructure and DevOps pipelines preferred
  • Open to exploring new stacks and tools where they provide meaningful business or developer productivity gains




Desired Skills & Qualifications:

  • 7+ years in full-stack development with increasing levels of responsibility; 2+ years in people leadership, ideally in fast-paced or high-growth environments
  • Comfortable rolling up your sleeves while mentoring others and setting standards for technical excellence
  • Strong proficiency in full-stack web development, especially with ReactJS and PHP/Laravel
  • Proven experience managing, mentoring, and scaling engineering teams
  • Deep understanding of modern engineering principles, including object-oriented programming, testing strategies, and agile development
  • Familiarity with tools or approaches that enhance developer efficiency—whether through AI copilots, DevOps automation, or architectural simplification
  • Excellent communication skills and ability to translate technical concepts for non-technical stakeholders
  • Track record of launching and scaling digital products, especially in ecommerce or omnichannel consumer brands
  • Bachelor's degree in Computer Science, Engineering, or a related technical field (or equivalent work experience)



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