Engineering Manager

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LeafLink

WebsiteLinkedInAll Job Openings

201 - 500 employees

Founded 2016

🛍️ eCommerce

🏪 Marketplace

🤝 B2B

💰 $100M Series D on 2023-02

eCommerce • Marketplace • B2B

LeafLink is a leading technology platform that connects cannabis businesses for modern, wholesale e-commerce. LeafLink facilitates streamlined commerce by providing a platform for brands to increase exposure, process orders from buyers, and access analytics. For retailers, it offers the ability to discover new products and order all brands in one online cart for free. LeafLink's ecosystem includes marketplace solutions, payments, logistics, advertising, and insights to optimize workflows for both brands and retailers. Catering specifically to licensed, wholesale cannabis operators, LeafLink simplifies processes such as payment tracking and order management, leveraging integrations with top ERP and CRM systems. Operating in over 30 markets primarily in the United States, LeafLink stands as a central hub for wholesale cannabis transactions.

📋 Description

• Lead, mentor, and manage a team of engineers, supporting their day-to-day effectiveness, technical growth, career development, and long-term goals. • Serve as the technical leader for your team, establishing technical direction and ensuring engineers make sound architectural and software design decisions. • Maintain a deep understanding of your team's systems and technical domain, providing meaningful guidance on architecture, implementation strategy, scalability, reliability, security, and operational readiness. • Partner closely with Product Management to define roadmaps, sequence initiatives, identify dependencies, and develop realistic short- and long-term delivery plans. • Translate product and business objectives into clear technical strategies, ensuring the team understands not only what it is building but why and how the pieces fit together. • Lead the technical planning and execution of complex initiatives from initial discovery and design through implementation, release, and production operation. • Work with engineers and technical leaders to ensure appropriate investment in platform health, technical debt, scalability, security, reliability, observability, and developer efficiency alongside product priorities. • Identify technical risks, assumptions, dependencies, and delivery constraints early, and work with Product and Engineering leadership to make informed tradeoffs and adjust plans when necessary. • Drive accountability for team commitments while creating an environment where risks and challenges are surfaced early and addressed constructively. • Coordinate with other Engineering Managers, Staff Engineers, and technical leaders to manage cross-team dependencies and ensure architectural consistency across the broader platform. • Establish and evolve engineering practices and architectural standards that address the unique complexities of LeafLink's business while complementing broader organizational standards. • Improve team effectiveness by using delivery metrics, retrospectives, operational data, and qualitative feedback to identify bottlenecks and drive meaningful improvements. • Ensure the team maintains a healthy, well-understood backlog with sufficient technical discovery and refinement to support predictable execution. • Participate in incident response and production troubleshooting, providing technical leadership during complex incidents and ensuring systemic improvements are identified and implemented. • Recruit, interview, onboard, and retain strong engineering talent while building an inclusive environment where engineers can do their best work. • Foster a culture of technical excellence, ownership, collaboration, pragmatic decision-making, and continuous improvement.

🎯 Requirements

• Demonstrated experience leading engineering teams and creating measurable impact through technical direction, people development, and effective execution. • Strong technical judgment and the ability to guide architecture, system design, and implementation decisions without needing to personally own every line of code. • A proven track record of leading complex technical initiatives from ambiguous problem definition through successful production delivery. • Experience developing engineers across multiple career stages, including coaching senior engineers and helping technical leaders expand their influence and impact. • Strong experience with modern full-stack application development, including frontend applications, backend services, APIs, distributed systems, and data stores. • Experience with modern JavaScript and TypeScript ecosystems, including technologies such as React and Node.js. • Experience designing, building, or leading teams responsible for service-oriented, API-driven, event-driven, or distributed architectures. • Strong understanding of relational databases, asynchronous processing, messaging systems, third-party integrations, and transactional workflows. • Experience incrementally modernizing legacy systems while continuing to deliver customer and business value. • Experience balancing product delivery with investments in technical debt, scalability, security, reliability, observability, and developer productivity. • Strong delivery and project leadership skills, including roadmap planning, dependency management, risk identification, estimation, sequencing, and cross-functional coordination. • Experience using delivery and operational metrics to identify patterns, improve team effectiveness, and increase predictability without reducing engineering work to simplistic productivity measurements. • Experience with cloud-native infrastructure and modern delivery practices, including AWS, Docker, Kubernetes, serverless technologies, CI/CD, and infrastructure automation. • Experience with eCommerce, B2B marketplaces, financial systems, or other transaction-heavy platforms is strongly preferred. • Experience working in highly regulated industries with significant compliance requirements—such as cannabis, healthcare, financial services, or payments—is a plus. • Strong written and verbal communication skills, with the ability to explain complex technical decisions, build alignment, navigate disagreements, and communicate effectively with both technical and non-technical stakeholders. • Exceptional critical thinking and analytical skills, with the ability to quickly understand complex systems, identify underlying problems, and drive pragmatic solutions. • A leadership approach that creates accountability, develops technical talent, and enables engineers to take increasing ownership of complex problems.

🏖️ Benefits

• Flexible PTO—you’re going to be working hard, so enjoy time off with no cap. • A robust stock option plan that gives employees a direct stake in LeafLink’s success. • Five days of Volunteer Time Off (VTO), supporting employees who want to give back and cultivate stronger communities. • Competitive compensation and 401(k) match. • Comprehensive health coverage, including medical, dental, and vision benefits. • Commuter benefits through our Flexible Spending Account.