Software Engineer II (Remote)

Inspira Financial; Oak Brook (IL); On-site; USD 87,000 - 111,000; Full time

Benefits offered by this job

Healthcare

401K savings plan

Paid time off

Job summary

Inspira Financial is seeking a Software Engineer II to ensure the reliability and efficiency of our health and wealth systems. You will collaborate across engineering, operations, and customer success to diagnose issues, perform data corrections, and maintain operational excellence.

The role involves working with HSA administration, banking integrations, and regulatory compliance. You will work with real money movement data, financial reporting, and multi‑bank operations while learning through

Qualifications

• 2+ years of experience in software engineering or support engineering roles.
• Strong analytical and problem‑solving skills.
• Practical AI experience with tools like Claude Code, GitHub Copilot, ChatGPT for prototyping and debugging.
• Bachelor’s degree in computer science or equivalent experience.

Responsibilities

• Support Engineering and Operations across teams to ensure reliability and efficiency.
• Handle escalations end‑to‑end with minimal manager intervention.
• Identify recurring issues and propose systemic improvements.
• Coach teammates on troubleshooting approaches and best practices.

Skills

JavaScript

TypeScript

React

Git

PostgreSQL

GCP

Communication

Attention to detail

Teamwork

Learning mindset

Education

Bachelor’s degree in computer science or equivalent experience

Tools

DataDog

GraphQL

Google BigQuery

Plaid API

Job description

Join Us!

Take the next step in your journey at Inspira Financial. Guided by our mission to enable better health and greater wealth, we help businesses and individuals thrive today, tomorrow, and into retirement by strengthening and simplifying the health and wealth journey.

Serving more than 7 million clients and representing over $62 billion in assets, Inspira partners with thousands of employers, plan sponsors, recordkeepers, TPAs, and other institutional partners to help the people they support plan, save, and invest for a brighter future. Through solutions including automatic rollover services, health savings accounts, emergency savings, and custody services, Inspira is focused on delivering better outcomes for all. Learn more at inspirafinancial.com.

Our values shape how we show up every day. We Lead with Heart by acting with compassion, empathy, and doing what's right; Cultivate Trust through integrity, transparency, and accountability; Aim Higher by never settling for what's expected and continually raising the standard; and Win Together by collaborating inclusively to achieve the best outcomes.

Our growth and culture haven't gone unnoticed -- we've been recognized on Crain's Fast 50 and Inc. 5000 for remarkable growth, and named to Built In's 2025 Best Places to Work and Gallagher's 2022 Best-In-Class Employer for our workplace culture and benefits.

Don't meet every single requirement? That's okay. We know growth comes from people who are willing to learn and challenge themselves, not just check every box. If you're energized and inspired by meaningful work, continuous development, and being part of a team that turns collective effort into real impact, we want to hear from you. We look forward to receiving your application.

Remote status and role locations are subject to change, and relocation is not provided.

Job Summary & Responsibilities

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.

Duties & Responsibilities

• Support Engineering and Operations
• Ability to independently handle escalations end‑to‑end without manager intervention
• Demonstrated judgement on when to elevate 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
• System Monitoring and Incident Triage
• Monitor operational dashboards, error logs, and alerting systems to ensure system health and performance and address ongoing technical issues
• Identify and elevate 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
• Cross‑Team Collaboration and Learning
• 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

Preferred Qualifications

Education & Experience:

• 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

Required Skills

Technical Proficiency and Skills:

• 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

Preferred Skills

• 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

Other Requirements

• Infrequent travel (10%)
• Ability to occasionally work overtime or after hours
• Prolonged periods of sitting at a desk and working on a computer

Pay Range

$87,100-$111,000 per year

Compensation & Benefits

The compensation for this position will vary depending on factors such as your location, skills and experience. The compensation package may also include incentive and bonus opportunities.

Inspira provides industry‑leading benefits including, but not limited to: healthcare, 401K savings plan, company holidays, paid time off, parental leave and an employee assistance program.