Software Engineer II

Role Overview

We are seeking a Software Engineer II to support the reliability and operational excellence of systems powering critical health benefits infrastructure. In this role, you will diagnose and resolve technical issues, perform data corrections and money-movement remediation, monitor system health, and collaborate with engineering, product, treasury, and operations teams.

Responsibilities

• Independently handle escalations end-to-end without manager intervention.
• Exercise demonstrated judgement on when to escalate vs. resolve, especially around money movement and compliance-sensitive issues.
• Maintain a track record of identifying recurring support patterns and proposing systemic improvements.
• Coach and mentor less experienced teammates on troubleshooting approaches and best practices.
• Respond to internal support requests from various teams and assist in troubleshooting and fixing technical issues, including executing data corrections, processing trustee-to-trustee transfers and settlements, and overseeing money movement and remediation efforts.
• Identify and route unresolved issues to the appropriate engineering or product teams for further action.
• Leverage AI as a tool (not a replacement) - understand that AI is a productivity multiplier while maintaining engineering judgment and ensuring AI-generated code meets quality standards.
• Monitor operational dashboards, error logs, and alerting systems to ensure system health and performance.
• Identify and escalate any anomalies or critical system alerts requiring immediate attention.
• Act as a liaison between engineering support and delivery teams, translating support trends into actionable requirements.
• Take ownership of runbook creation and maintenance.
• Contribute to incident postmortems and drive follow-up action items.
• Partner with cross-functional teams to refine internal troubleshooting processes.
• Continuously develop a deeper understanding of internal systems, including HSA regulations, banking integrations, and investments.

Requirements

Must Have:

• Ability to independently handle escalations end-to-end without manager intervention.
• Demonstrated judgement on when to escalate vs. resolve, especially around money movement and compliance-sensitive issues.
• Track record of identifying recurring support patterns and proposing systemic improvements.
• 2+ years of experience in software engineering or support engineering roles.
• Strong analytical and problem-solving skills.
• Practical AI experience required - Comfortable using tools such as Claude Code, GitHub Copilot, ChatGPT for prototyping, debugging, and problem-solving.
• Bachelor's degree in computer science or equivalent experience.
• Proficiency with JavaScript (JS), TypeScript, React, Git Version Control System, Database (e.g., Postgres SQL), Cloud Platform (e.g., GCP).
• Excellent communication and teamwork skills.

Preferred:

• Familiarity with observability tools such as Data Dog or similar.
• Understanding of GraphQL.
• Experience with writing and maintaining technical documentation.
• Experience with banking/payment APIs such as Plaid (or similar).
• Experience with Google BigQuery or similar data warehousing tool.