Software Engineer II (Remote)

Inspira Financial•Oak Brook, IL

19h•Remote

About The Position

Software Engineer II will play a critical role in ensuring the reliability and efficiency of our systems, which in turn drives customer delight. The Support Engineer role will help Inspira maintain operational excellence. This role is an excellent opportunity for someone looking to gain hands-on technical experience while working across multiple teams, and will be at the intersection of engineering, operations, and customer success, helping to diagnose issues, triage requests, execute data corrections, and ensure our systems run smoothly. This role supports critical health benefits infrastructure such as HSA administration, banking integrations, and regulatory compliance. Support Software Engineer II work directly with production data involving real money movement, tax reporting, and multi-bank operations.

Requirements

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
Working understanding of js
TypeScript and React
Git Version Control System
Database (e.g. Postgres SQL)
Cloud Platform (e.g. GCP)
Excellent communication and teamwork skills
Great attention to detail and organizational skills
Willingness to learn and adapt in a fast-paced environment

Nice To Haves

Familiarity with observability tools (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
Strong sense of ownership and follow-through
Prior experience in a customer support or technical troubleshooting role

Responsibilities

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
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 such as 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 - Candidates are expected to understand that AI is a power 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 and address ongoing technical issues
Identify and escalate any anomalies or critical system alerts that require immediate attention
Monitor error reports, and logs and operational dashboards to help diagnose and address ongoing technical issues
Ensure that critical alerts and operational failures are addressed by the relevant teams
Act as a liaison between engineering support and delivery teams, translating support trends into actionable requirements
Ownership of runbook creation and maintenance, not just consumption
Contribute to incident postmortems and driving follow-up action items
Partner with engineering, product, treasury and operations teams to refine internal troubleshooting processes
Continuously develop a deeper understanding of internal systems and tools such as HSA regulations, banking integrations, and investments
Document troubleshooting procedures findings and contribute to knowledge-sharing efforts
Identify patterns in support requests that could inform product or engineering improvements
Actively participate in team discussions and process improvements
Other duties as assigned