[Hiring] Senior Software Engineer, Point of Sale @Dutchie

Role Description

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. 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.

• 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.

Qualifications

• 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.

Benefits

• Starting salary $124,000 - $201,000 based on the intended level for this role.
• 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.