Senior Software Engineer, Point of Sale

The POS Platform team sits at the heart of Dutchie's point-of-sale infrastructure — owning the tooling, core domain features, and platform reliability that keep our POS systems running smoothly for customers across the country. From managing 22+ production cells and release processes to building the internal tools that power customer migrations and compliance, this team operates at the intersection of engineering depth and operational excellence.

As a Senior Software Engineer 2, you'll be a technical anchor on the team — driving development across critical components of our Point of Sale system, improving our internal tooling ecosystem, contributing to platform stability, and helping shape how we scale our infrastructure and processes. This role is equal parts app developer and infrastructure engineer: you'll write production code, own meaningful platform surfaces, and partner with engineers and cross-functional teams to drive outcomes that directly impact customers and internal teams alike.

• Contribute to POS domain features including user management, login/SSO/SAML/SCIM functionality, and settings & configuration pages within the POS application
• Own and improve POS platform infrastructure — including ArgoCD deployment manifests, Pulumi IaC management across production and pre-prod environments
• Maintain, upgrade, and evolve core shared libraries, frameworks, and system components — ensuring the POS codebase stays current, secure, and performant as the system scales
• Define and champion engineering standards, patterns, and best practices across the POS domain — providing guidance and documentation that enables other teams to build consistently on the platform
• Support and improve the POS release process — including release candidate management, GitHub CI pipelines, release monitoring, and LaunchDarkly flag lifecycle automation
• Design, build, and maintain internal tools that support customer onboarding activities and day-to-day platform operations
• Participate in on-call rotation and incident response — triaging issues, participating in post-mortems, and driving reliability improvements
• Identify and eliminate toil through automation, tooling improvements, and scalable processes
• Mentor and grow junior engineers and contribute to a strong engineering culture on the team
• Collaborate with Product Support Engineering, Implementation, Product, and Engineering teams to deliver a reliable, predictable platform

• 6+ years of software engineering experience, with a track record of strong ownership over complex systems
• Strong engineering fundamentals — comfortable working with .NET & SQL. React is a huge plus! 
• Experience with infrastructure-as-code and deployment tooling (e.g. Pulumi, ArgoCD, Kubernetes)
• Experience with AI-driven engineering; building AI-powered tools is a plus
• Familiarity with feature flag systems (e.g., LaunchDarkly) and operational monitoring tools (e.g. Datadog)
• Comfort working across multiple, large shared codebases and contributing meaningfully in a multi-team ownership model
• Strong debugging and troubleshooting instincts — you can diagnose complex issues across layers of a system
• Clear communicator who can translate technical complexity for cross-functional partners
• Low-ego collaborator who takes ownership, raises the bar, and makes the people around them better

We are targeting a starting salary $124,000 - $201,000 based on the intended level for this role.

In addition to cash compensation, our total rewards package includes:

• Full medical benefits including dental and vision plans to ensure you always have the best care.
• Equity packages in the form of stock options to all employees.
• Technology (hardware, software, reading materials, etc..) allowance
• Flexible vacation and sick days