Staff Software Engineer - ControlCheck

You can expect to

• Help set technical direction for the ControlCheck team, designing work that spans multiple domains (front-end, back-end, infrastructure) over months, not sprints
• Contribute to critical architectural decisions for services built on Ruby on Rails and Python FastAPI, deployed via Terraform and guide the team on architectural choices.
• Make critical technical and architectural calls within the timelines the team needs.
• Drive proactive de-coupling of services and application of sound microservices patterns as ControlCheck scales.
• Identify and resolve the hardest technical problems in the codebase — expert-level debugging across distributed systems and complex applications
• Help elevate the whole team's technical ability and execution — the goal is doubling (or more) the team's collective output, not just personal 5–10x contributions
• Lead cross-team dependency management and coordinate cross-discipline efforts with Product, QA, and adjacent engineering teams while maintaining productive relationships across the organization.
• Communicate large systems and technical tradeoffs clearly to both engineering and non-technical stakeholders, including in roadmap and planning conversations
• Influence at the Engineering Manager level — partner closely with your EM and fellow technical leads on team execution, hiring signal, and technical roadmap and provide technical guidance across the broader engineering team, not just direct collaborators.
• Mentor senior engineers and serve as an escalation point for the team's most difficult technical challenges
• Maintain a "customer service" mentality toward the rest of the team — your job is to help make everyone else's work better

Qualifications and Requirements

9+ years of professional software engineering experience, with demonstrated depth across the full stack
Acute specialization in one or more areas (front-end, back-end, or infrastructure) combined with working knowledge across the rest of the stack
Track record of contributing to technical direction for a team and driving multi-month, cross-domain initiatives to completion
Strong understanding of relational database systems (MySQL), with experience designing for scale
Experience with Infrastructure as Code (Terraform) and owning production services end-to-end
Demonstrated ability to influence architectural decisions across multiple teams, not just your own including long-term architectural direction.
Excellent communication skills — able to describe large systems and complex tradeoffs to non-technical stakeholders and drive alignment across teams
A leadership style rooted in service and collaboration: you measure your success by the team's output, not just your own
Experience mentoring senior engineers and building technical judgment in others
Comfortable co-leading technical direction alongside other senior technical voices on the team
Nice to Have
Database administration experience, preferably AWS Aurora MySQL
Experience integrating Electronic Health Record (EHR) data into enterprise software
Prior experience in a regulated/compliance-driven healthcare or controlled-substance domain
Experience applying AI and LLMs — AWS ecosystem preferred (e.g., AWS Bedrock or similar managed AI services)

What you'll get from us

• Ownership of problems of scale, technical debt, and security that shape what's possible in medication intelligence
• Room to be creative and choose your own path
• Trust in your sense of ownership
• Dedicated budget for training and career development
• Coworkers who you'll learn from, who will push you, and who are looking to learn from you