Senior Cloud Engineer

About LeafLink 

LeafLink is the regulated cannabis industry's largest wholesale marketplace, providing licensed dispensaries the ability to order from their favorite brands, as well as a suite of software tools for those brands to manage and scale their operations.

With thousands of retailers and thousands of brands across 26 territories in the US and Canada, we are setting the industry standard for how cannabis businesses grow together. LeafLink annually processes and manages more than $1 billion in wholesale cannabis orders - you can learn more about our history and path to $1B here http://firstbillion.leaflink.com/.

Our team, backed by funding from leading VC's, including Thrive Capital and Lerer Hippeau is poised to define the cannabis supply chain through technology. LeafLink was named one of Built In NYC's 'Best Places to Work in 2021', as well as one of Fast Company's 'Top 10 Most Innovative Companies in Enterprise for 2020', joining the ranks of Amazon, Slack, and VMWare - and we're just getting started!

The Role

LeafLink is seeking a Staff Cloud Engineer to lead the evolution of our cloud infrastructure and developer platform. This role helps ensure our systems remain scalable, reliable, and secure while enabling engineering teams to ship software quickly and safely.

Staff Cloud Engineers operate as technical leaders who shape infrastructure architecture and platform standards. This role partners closely with engineering teams to improve deployment pipelines, observability, and operational reliability across the platform.

What You’ll Be Doing

• Design and maintain scalable cloud infrastructure on AWS.
• Lead improvements to Kubernetes infrastructure, Helm deployments, and cluster reliability.
• Develop and maintain CI/CD pipelines using GitHub and modern DevOps tooling.
• Implement GitOps workflows using Argo and infrastructure automation.
• Manage infrastructure-as-code using Terraform and related tooling.
• Improve system observability, monitoring, and incident response processes.
• Collaborate with engineering teams to improve deployment safety and platform reliability.
• Guide infrastructure architecture decisions and platform standards.
• Mentor engineers on operational best practices and infrastructure patterns.

What You’ll Bring to the Team

• 8+ years of experience operating production infrastructure in cloud environments.
• Strong experience with AWS infrastructure and cloud architecture.
• Deep experience with Kubernetes and container orchestration.
• Experience managing deployments using Helm.
• Experience implementing GitOps workflows using tools such as Argo.
• Strong experience with Terraform and infrastructure-as-code.
• Experience building CI/CD systems using GitHub or similar platforms.
• Strong understanding of system reliability, monitoring, and operational practices.

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

LeafLink’s employee-centric culture has earned us a coveted spot on BuiltInNYC’s Best Places to Work for in 2021 list. Learn more about LeafLink’s history and the path to our First Billion in Wholesale Cannabis Orders here.