Lead AI Software Engineer (Remote)

Inspira Financial Trust, LLC; Oak Brook (IL); Remote; USD 115,000 - 150,000; Full time

Benefits offered by this job

Healthcare

401K

Paid time off

Parental leave

Employee assistance program

Job summary

Inspira Financial Trust, LLC is seeking a Lead AI Software Engineer to join the Technology Department in the United States. You will own the enterprise AI platform, architect scalable pipelines, and mentor engineers across the Center of Excellence as you translate business problems into production-grade AI solutions.

You’ll lead semantic routing, model hosting, and AI governance, partner with AI-Ops for monitoring, and deliver services for document intelligence, claims adjudication, and

Qualifications

• Bachelor of Science in Computer Science.
• 7+ years building and operating production software.
• 2+ years delivering production AI, LLM, or ML systems.

Responsibilities

• Lead the enterprise AI platform and semantic routing layer.
• Mentor engineers across the CoE.
• Collaborate on AI governance, monitoring, and security patterns.
• Deliver production AI services for document intelligence, claims adjudication, and fraud detection.
• Partner with security, risk, and data governance teams.

Skills

AI software

Production systems

Multi-agent design

Semantic routing

AI governance

Security aware

GitHub Copilot

Claude Code

ONA

Education

Bachelor of Science in Computer Science

Tools

GitHub Copilot

Claude Code

ONA

Job description

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. WeLead with Heartby acting with compassion, empathy, and doing what's right;Cultivate Trustthrough integrity, transparency, and accountability;Aim Higherby never settling for what's expected and continually raising the standard; andWin Togetherby 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.

Our office locations are designed to bring people together, foster collaboration, and build meaningful connections. While some roles are aligned to a specific office location, work arrangements and role locations may change over time to support business and team needs. Relocation assistance is not provided, whether for the initial move or for future changes in work location or role.

Remote Eligibility: At the time of hire, candidates for remote positions must reside in one of the following states: AL, AZ, CT, DE, FL, GA, IA, IL, IN, KY, MA, MI, MN, MO, NC, NE, NJ, NV, OH, OK, PA, RI, SC, TN, TX, UT, VA, VT, WA, WI, WV.

Job Summary & Responsibilities

The Lead AI Software Engineer will report to the Sr. Director, AI Center of Excellence, in the Technology Department. This role is a hands-on builder across the enterprise AI engineering foundation, including the semantic router, model and harness hosting, the enterprise AI gateway, and the AI operations layer used across the business. The role builds to the architecture and standards set by CoE technical leadership and contributes design input to help shape them. Primary duties include building and operating the shared AI platform and semantic routing layer; partnering with AI-Ops on monitoring, evaluation, and governance guardrails; building secure, compliant AI integration patterns for a regulated financial services environment; building and scaling agentic pipelines and multi-agent orchestration; delivering production AI services for CoE-enabled business functions; building reusable components to the CoE's reference architectures; evaluating AI workload unit economics; prototyping emerging AI capabilities; mentoring engineers across the CoE and partner teams; and partnering with security, risk, compliance, and data governance. This role does not have direct reports.

• Build and operate the shared AI platform for the enterprise, including core semantic data, model, harness, and hosting capabilities used across developer and in-product personalization use cases.
• Build intelligent request routing using semantic analysis and deterministic logic to direct requests to the best-fit LLM, internal tool, or agentic pool, using cost, latency, and privacy as routing criteria.
• Partner with AI-Ops to enable metric-based reporting, quality, performance, and drift monitoring across live systems, build model evaluation harnesses, and support governance guardrails for safe AI use at scale.
• Build secure, compliant AI integration patterns appropriate for a regulated financial services environment.
• Build and help scale agentic pipelines and multi-agent orchestration across the software development lifecycle, from pilot to measured engineering capacity across product teams.
• Deliver production AI services supporting document intelligence and claims adjudication, conversational and voice self-service, call intelligence, fraud and anomaly detection, and regulatory monitoring.
• Build reusable components and standard patterns aligned to the CoE's reference architectures so other teams and embedded consultants can build AI solutions without rebuilding the foundation.
• Evaluate unit economics for AI workloads, including cost per transaction, token and inference spend, latency budgets, and analysis supporting build-versus-buy and self-host-versus-vendor decisions.
• Identify and prototype emerging AI capabilities relevant to the business and technology roadmap, with a clear building-block approach for scaling.
• Build fast, focused feasibility spikes and use them to build foundational components that scale with teams through clean handoff.
• Lead applied continuous learning sessions and pair directly with engineering teams on new development methods and prototype or pattern adoption.
• Coach embedded AI consultants and the coaching network on CoE patterns and standards to scale AI delivery capacity beyond the CoE.
• Mentor Software Engineer I, II, and Senior-level engineers across the CoE and partner teams, participate in AI design reviews, and help resolve complex agentic and integration problems alongside Principal-level engineers.
• Partner with security, risk, compliance, and data governance teams to support safe and compliant AI delivery.

Preferred Qualifications

Education & Experience:

• Bachelor of Science in Computer Science
• 7+ years building and operating production software, including 2+ years delivering production AI, LLM, or ML systems, with a track record of building and shipping components of an enterprise-scale platform.

Skills & Abilities:

• Building and operating production agentic workflows as state machines, including branching logic, retry and recovery paths, and precise control over multi-step process flow.
• Multi-agent system design, including role assignment and coordination, agent-to-agent conversation patterns, and code execution loops for iterative problem solving.
• Deep fluency with AI-assisted development environments such as GitHub Copilot, Claude Code, or ONA, with experience helping teams adopt them and measure their impact.
• Semantic routing and model orchestration, including embedding-based intent analysis, deterministic fallback logic, and policy-based model selection across multiple providers on cost, latency, and privacy criteria.
• API and integration experience across REST, event-driven, and MCP patterns, including integrating AI into systems of record and workflow platforms.
• Observability and AI Ops for non-deterministic systems, including distributed tracing, behavioral analysis, usage and quality metrics, drift detection, and cost and latency telemetry for executive reporting.
• Security-aware engineering with demonstrated experience handling PII and sensitive data, including encryption, secrets management, least-privilege access, and audit trails in a regulated environment.
• Model hosting and serving experience, including deploying self-hosted or open-weight models, inference optimization, and gateway or proxy patterns in front of multiple models.
• Evaluation and reliability engineering for probabilistic systems, including eval harnesses, golden datasets, offline and online scoring, guardrails, red-teaming, hallucination mitigation, and human-in-the-loop review design.
• Data engineering foundations for AI, including document ingestion and extraction pipelines, data source integration and mapping, embeddings, and data quality controls.
• Technical leadership without formal authority, including contributing to architecture decision records and design reviews, mentoring early-career and senior engineers, and communicating trade-offs clearly.
• Ability to deliver roadmap capabilities, moving work from discovery through prototype, production validation, and scale against defined business metrics.
• Ability to move fluidly between abstract system thinking and tactical, incremental delivery while finding a critical path and managing stakeholders.
• Financial services, healthcare benefits, or other regulated industry experience preferred, with HSA/FSA, claims, custody, or payments domain exposure especially valuable.
• Knowledge of AI governance and compliance frameworks preferred, such as NIST AI RMF, ISO/IEC 42001, model risk management, SOC 2, or HIPAA control environments.
• Experience with rapid prototyping and feasibility assessment in an R&D or innovation capacity preferred.
• Experience facilitating technical learning sessions or pairing with engineers at varying skill levels preferred.
• Document intelligence and intelligent document processing experience preferred, including OCR, extraction, and classification pipelines with measured accuracy targets.
• Experience with decisioning and adjudication systems where machine decisions are reviewed, audited, and held to an accuracy and turnaround standard is a plus.
• Conversational and voice AI experience preferred, including chat deflection, speech-to-text, call transcription and summarization, and authenticated, account-specific responses is a plus.
• Experience with fraud, anomaly, and identity signal detection preferred, including behavioral baselines, relationship or graph analytics, and detection of doctored or AI-generated media is a plus.
• Experience with workflow and low-code automation platforms preferred.

Pay Range

$115,300-$150,000 per year

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.

This Company is an Equal Opportunity Employer, and does not discriminate on the basis of race, gender, ethnicity, religion, national origin, age, disability, veteran status, or on any other basis prohibited by law. Information on race, gender and national origin will only be used for statistical and recordkeeping purposes, and will not be used in making any employment decisions. All information provided will be kept separate from your expression of interest. Providing this information is strictly voluntary, and you will not be subjected to any adverse action or treatment if you choose not to provide this information. If you do not choose to answer these questions, we ask that you select "Decline to Identify" for each question. Thank you for your voluntary cooperation.