DevOps Engineer

Location: San Diego
Posted on: June 23, 2025

Job Description:

LeafLink is the largest unified B2B cannabis platform, providing licensed cannabis businesses a suite of tools to manage their business more effectively, sell or order from their favorite brands and accelerate growth. We are one platform, one solution and we’re defining the way thousands of cannabis brands, distributors, and retailers streamline their operations. With thousands of brands and retailers across 30 markets in North America, we are setting the industry standard for how cannabis businesses grow together. LeafLink processes more than $5 billion in wholesale cannabis orders annually. Our team, backed by funding from leading VCs, including Founders Fund, Thrive Capital, Nosara Capital, and Lerer Hippeau is poised to define the cannabis supply chain through technology. LeafLink was named one of Inc. 5000’s ‘Top 5000 Fastest-Growing Private Companies’, one of Built In NYCs Best Places to Work in 2021, as well as one of Fast Companys Top 10 Most Innovative Companies in Enterprise for 2020, joining the ranks of Amazon, Slack, and VMWare - and were just getting started! The Role LeafLink is seeking a DevOps Engineer to join our remote team who is passionate about working on teams that solve interesting, large-scale problems at a rapid pace. This role will contribute heavily to the buildout and iteration of LeafLink’s existing and emerging platform, powering an ever-expanding set of product offerings. As a member of our engineering team, you will be in a position to have a direct, lasting impact everywhere that technology powers our business. LeafLink is currently gearing up to tackle a large-scale platform overhaul that will strengthen our position as a technical leader within the industry. As such, this role has the opportunity to help shape and grow this new platform, as well as work within new and growing technologies. It’s a very exciting time to join our engineering team! Ideal candidates for this position should possess a keen mind for solving tough problems with the ideal solution, partnering effectively with various team members along the way. They should be personable, efficient, flexible, and communicative, possess a strong desire to implement change, growth, and maturity, and have a passion and love for what they do. This role comes with the opportunity to be a high performer within a department that’s fast-paced, dynamic, and quickly growing in all areas. What You’ll Be Doing • Drive Improvement of availability, scalability, latency, and efficiency of services alongside responsible parties • Increase the sophistication of our alerting and escalation mechanisms • Create and co-maintain dashboards surfacing actionable insights related to performance, error rate, traffic, and utilization • Build/maintain platform report cards based on tracked metrics, increasing visibility of areas for improvement in each product area associated with reliability • Identify and help develop opportunities for the platform to create libraries and automated standards for improving reliability, debugging, and general observability on our platform • Track and correlate improvements to results in NPS/customer satisfaction alongside CX and Product teams • Improve Customer Experience by analyzing signals from various sources such as DataDog that also drive service improvements and bug fixes • Help define, document, evolve, and evangelize high engineering standards and best practices across multiple areas for LeafLink’s Product, Data, and Enterprise Engineering teams. • Implement future mitigation strategies for P0 incidents and help drive industry best-in-class benchmarks for MTTR • Collaborate with engineering/product teams to drive requirements and advocate for increased customer resiliency and platform reliability • Help drive improvements within the organization around DORA Metrics • Move quickly and intelligently - seeing technical debt as your nemesis What You’ll Bring to the Team • 5 years of professional experience as a DevOps/Cloud Engineer or Site Reliability Engineer, or other equivalent role • Familiarity with Python and Python testing best practices • Experience working in and advocating for agile environments • Extensive experience working within AWS and with its managed products (EC2, ECS, ECR, R53, SES, Elasticache, RDS, etc.) • Strong experience working with automation tooling (Terraform, Ansible, etc.) • Strong experience with containers (Docker, Compose, ECS, Kubernetes) • Hands-on experience designing, diagraming, and implementing highly available and scalable systems • Understanding of monitoring tools (Pagerduty, CloudWatch, Datadog, Sentry, etc.) • A participant in a formal 24x7 on-call rotation • Experience working within large-scale decoupled, service-oriented systems is a plus • An interest in the cannabis industry and/or the LeafLink brand LeafLink Perks & Benefits • Flexible PTO - you’re going to be working hard so enjoy time off with no cap! • A robust stock option plan to give our employees a direct stake in LeafLink’s success • 5 Days of Volunteer Time Off (VTO) - giving back is important to us and we want our employees to prioritize cultivating a better community • Competitive compensation and 401k match • Comprehensive health coverage (medical, dental, vision) • Commuter Benefits through our Flexible Spending Account

Keywords: , San Diego , DevOps Engineer, IT / Software / Systems , San Diego, California