Insomnia Cookies

Director of Engineering

Philadelphia, PA, US

Remote
Full-time
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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