Director of Engineering

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!

• Leadership & Team Management

• 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

• 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)