Head of Devops

Job Overview

We’re Sweed, a product-driven company building an all-in-one cannabis retail platform. We’re looking for a Head of DevOps to own and transform the reliability, scalability, and cost-efficiency of our infrastructure at scale.

About Us

At Sweed, we’re reimagining how cannabis retailers operate. Our enterprise-grade platform combines POS, eCommerce, Marketing, Analytics and Inventory Management into a single, seamless solution - eliminating the need for multiple third-party tools.

We believe in simplicity, efficiency, and innovation. That’s why we build for scalability and performance, making life easier for cannabis retailers while driving real business growth.

Why We’re Doing This

At Sweed, we believe in the medicinal potential of cannabis. It has been shown to help with chronic pain, anxiety, depression, and many other conditions. Despite the lingering stigma, we see cannabis as a powerful tool for improving lives.

The industry is evolving rapidly, and we’re here to drive that transformation - making cannabis retail more efficient, accessible, and customer-friendly.

Where We Are Now

We’ve been on the market for 7 years, continuously growing and refining our product.

Our focus is on earning customer trust by improving delivery processes and shipping new features fast. At the same time, we operate in a complex regulatory environment, which makes reliability and operational excellence critical.

Team Structure

Our total team size is 200+ people.

The engineering organization is distributed globally and structured into cross-functional product teams (8-12 people each), including backend, frontend, QA, and analysts. Each team is led by a Team Lead and Product Owner.

Our business and customer-facing teams are primarily US-based, working closely with engineering to align product delivery with real user needs.

What You Will Own

Infrastructure Strategy & Execution

• Define and evolve the infrastructure strategy aligned with business goals (scalability, reliability, cost-efficiency)
• Translate strategy into a clear roadmap with predictable timelines and priorities
• Drive execution across multiple teams while balancing speed and quality

Team Leadership & Growth

• Lead and develop a team of up to 6-8 people
• Drive hiring, mentoring, and team capability growth
• Build strong ownership, accountability, and engineering culture

Operational Excellence

• Improve incident management processes (on-call, escalation, postmortems)
• Define clear ownership across systems and teams
• Introduce reliability practices (SLOs, SLIs, error budgets)
• Run disaster recovery drills and ensure system readiness

DevOps Platform & Tooling

• Evolve CI/CD pipelines and deployment processes
• Standardize infrastructure using Terraform/Terragrunt
• Improve observability (Prometheus, Grafana, Loki, ELK)

Key Projects You’ll Drive

Infrastructure Transformation

• Migrate Kubernetes clusters from Deckhouse to AWS EKS
• Reduce dependency on external vendors and bring infrastructure fully in-house

Reliability & High Availability

• Migrate PostgreSQL from AWS RDS to CloudNativePG clusters
• Implement cross-region failover and traffic switching

Cost Optimization & Multi-Cloud

• Migrate development clusters from AWS to OVH
• Optimize infrastructure costs without sacrificing performance or reliability

Tech Stack

AWS, GitLab, Terraform/Terragrunt, Kubernetes, Prometheus, Grafana, Loki, ELK, MSSQL, PostgreSQL

What We’re Looking For

• 3+ years of leadership experience managing DevOps/SRE teams (5+ engineers)
• Strong hands-on background in cloud infrastructure, CI/CD, and automation
• Experience building and scaling infrastructure in high-load production environments
• Solid understanding of reliability engineering and incident management
• Experience with cost optimization and infrastructure efficiency
• Ability to operate in a fast-paced, evolving environment
• English level B2+

What Else Matters

• Proactivity – you take ownership and drive improvements
• Critical thinking – you look beyond immediate solutions
• Adaptability – you’re comfortable with change and ambiguity

What We Offer

• Salary in USD (B2B contract with a US company)
• Fully remote setup
• Flexible working hours (core overlap required)
• 20 paid vacation days
• 12 public holidays
• 3 sick days
• Medical insurance after probation
• Equipment reimbursement