Inspira Financial

Set enterprise standards for AI telemetry, evaluation, safeguards, incident response, governance evidence, and cost and performance reporting while coaching teams. | Requires a bachelor's degree in Engineering or Computer Science, 8+ years of telemetry-driven engineering, 2 years operating production AI/ML systems, and hands-on Python, SQL, AI observability, evaluation, and regulated-environment experience. | The Principal AI Operations Engineer reports to the Sr. Director, AI Center of Excellence, in the Technology Department. This role defines how AI systems at Inspira Financial are instrumented, measured, monitored, and evidenced, and drives adoption of those standards across the enterprise, spanning both vendor-provided and internally built AI capabilities. Primary duties include building the enterprise telemetry and observability standard for AI systems; designing evaluation, drift detection, and agent guardrail frameworks; translating AI risk and compliance frameworks into operational controls and audit evidence; maintaining the enterprise AI system inventory; and teaching other engineering teams to adopt these standards independently. Duties & Responsibilities: 1. Define the enterprise telemetry standard for AI systems, covering traces, prompts, tool calls, retrieval, tokens, latency, and cost, built on a vendor-neutral schema such as OpenTelemetry GenAI semantic conventions. 2. Build the logging and observability layer that provides the AI Center of Excellence, business units, and the AI Governance Committee with a single view of AI activity across custom applications, agent platforms, and vendor-embedded AI. 3. Integrate AI telemetry with enterprise log aggregation, application performance monitoring, security monitoring, alerting, and incident response platforms to support operational visibility, investigation, and audit retention. 4. Establish retention, redaction, masking, and access patterns for AI conversation and trace data that satisfy privacy, records retention, and legal hold obligations. 5. Publish reference implementations and starter kits so teams adopting the telemetry standard inherit a working path. 6. Design the evaluation framework for AI systems, including golden datasets, offline evaluation harnesses, automated and LLM-as-judge scoring, and regression gates in CI. 7. Define drift criteria for each class of AI system and build detection for output quality degradation, retrieval decay, input distribution shift, and silent model updates from providers or vendors. 8. Build runtime guardrails and boundary enforcement for agents, including tool and action authorization, scope and spend limits, escalation paths, human-in-the-loop triggers, and hard-stop conditions. 9. Establish the AI incident model, including severity taxonomy, detection, alerting, rollback, postmortem process, and conversion of incidents into new test cases. 10. Translate NIST AI RMF, ISO/IEC 42001, model risk management practice, and applicable privacy and recordkeeping obligations into operational controls engineers can implement. 11. Build the evidence layer that automates capture of artifacts needed for internal audit, external examination, and client due diligence. 12. Integrate AI operational data with governance, risk, and compliance platforms to support continuous control monitoring, automated evidence collection, risk reporting, and audit readiness. 13. Maintain the operational AI inventory across custom builds, agents, integrations, and vendor AI features, including an owner, risk classification, and control coverage for each entry. 14. Define the assurance pattern for vendor AI, including required telemetry, attestations, detection of vendor model changes, and compensating monitoring. 15. Build metric frameworks connecting AI usage, quality, cost, and risk posture to business outcomes, and report these to CoE leadership, business unit leaders, and the AI Governance Committee. 16. Own token and platform cost visibility and attribution by team and use case and lead resulting optimization work. 17. Run working sessions, document patterns, review designs, and coach teams through their first fully instrumented AI deployment. 18. Partner with Risk, Compliance, Legal, Privacy, and Security to incorporate feedback from the risk triad and ensure adequate detection, response, and mitigation measures are in place. 19. Perform other duties as assigned. Qualifications Education & Experience: Minimum required: * Bachelor of Science in Engineering or Computer Science * Relevant certifications are a plus: Datadog Certified Professional, Google Cloud Professional Data Engineer for BigQuery ML, or PagerDuty’s AI Ops * 8 or more years of telemetry-driven engineering experience, including 2 years operating LLM, ML, or agentic systems in production, with hands-on ownership of instrumentation and monitoring. Skills & Abilities: * Production-grade proficiency in Python and SQL, including building tooling, pipelines, and services other teams depend on. * Demonstrated experience in AI evaluation and observability, including eval harnesses, tracing, scoring, drift detection, and guardrails. * Working command of at least one AI risk or governance framework, such as NIST AI RMF, ISO/IEC 42001, EU AI Act, or model risk management practice, and the ability to convert it into controls and code. * Experience operating in a regulated environment where logging, retention, evidence, and access control are enforced rather than aspirational. * Ability to influence without formal authority across engineering teams, legal counsel, and executive stakeholders. * Financial services, healthcare, benefits administration, or other regulated industry experience preferred, particularly environments handling PHI, PII, or fiduciary data. * Depth of knowledge with telemetry platforms and related metric and measurement practices preferred. * Hands-on experience integrating and operating enterprise platforms for AI and application observability, centralized logging, governance, risk, continuous compliance monitoring, AI system inventory, evaluation and testing, incident management, and cloud cost management preferred. * FinOps or cloud cost management experience applied to token and inference spend preferred. * AI security fluency preferred, including prompt injection defense, OWASP LLM and agentic risk categories, red teaming, tool sandboxing, and least-privilege design for agent identities. * Track record of standing up a capability that other teams adopted voluntarily preferred. Other Requirements: * Ability to occasionally work outside normal business hours to meet project deadlines as needed. * Prolonged periods of sitting at a desk and working on a computer.

Build and operate an enterprise AI platform for semantic routing, model hosting, and agent orchestration while partnering across teams on secure and compliant integration. | Requires a bachelor’s degree in computer science, at least seven years of production software experience including two years with AI or LLM systems, and expertise in agentic workflows, model evaluation, and regulated-industry compliance. | 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. 1. 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. 2. 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. 3. 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. 4. Build secure, compliant AI integration patterns appropriate for a regulated financial services environment. 5. Build and help scale agentic pipelines and multi-agent orchestration across the software development lifecycle, from pilot to measured engineering capacity across product teams. 6. Deliver production AI services supporting document intelligence and claims adjudication, conversational and voice self-service, call intelligence, fraud and anomaly detection, and regulatory monitoring. 7. 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. 8. 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. 9. Identify and prototype emerging AI capabilities relevant to the business and technology roadmap, with a clear building-block approach for scaling. 10. Build fast, focused feasibility spikes and use them to build foundational components that scale with teams through clean handoff. 11. Lead applied continuous learning sessions and pair directly with engineering teams on new development methods and prototype or pattern adoption. 12. Coach embedded AI consultants and the coaching network on CoE patterns and standards to scale AI delivery capacity beyond the CoE. 13. 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. 14. Partner with security, risk, compliance, and data governance teams to support safe and compliant AI delivery. Qualifications Education & Experience: Minimum required: * 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.

Translate product vision into engineering initiatives, set technical direction, deliver reliable software, mentor engineers, and improve architecture and development practices. | Requires 10+ years in software or solution architecture, a bachelor's degree or equivalent experience, and broad experience across web and mobile development, cloud, databases, containers, CI/CD, DevOps, and secure high-availability systems. | We are seeking a Principal Software Engineer to join our growing team and contribute to our next-generation technology platform. This role is responsible for the full software development life cycle, from ideation to deployment. As a Principal Engineer, you will have relevant experience across a variety of tech stacks, cloud platforms, architecture and design patterns, development frameworks and third-party libraries. The ideal candidate will have a strong technical expertise, ability to understand customer needs and market trends, and possess excellent communication skills to collaborate with product leadership and other stakeholders. This individual must be a creative technologist, obsessed with creating seamless customer experiences, team player, organized, and able to thrive in a dynamic environment. Our engineering team is built on the principle of humans over code. We are a tight-knit group of lifelong learners in a constant quest to be a team that is greater than the sum of its parts. Come join us! Duties & Responsibilities: * Understand product vision and translate the same into actionable initiatives for engineering teams. * Design, develop, and test software applications following best practices and established standards. * Collaborate with and influence Product Managers and Designers to drive creation of world-class market leading platforms. * Set short to medium term technical direction, creating plans to help achieve goals * Participate in and lead peer-reviews of solution designs and related code. * Collaborate on architecture decisions, ensuring that we are adapting and evolving to meet organization’s scaling business needs * Coach and mentor software engineers to promote a culture of engineering excellence and ownership. * Assess opportunities for application and process improvement and prepare documentation of rationale to share with team members and stakeholders. * Adhere to high-quality development principles while delivering solutions on time and within budget. * Ensure that non-functional requirements such as security, performance, maintainability, scalability, usability, and reliability are being considered when architecting solutions. * Stay abreast of emerging technologies, industry trends, and best practices in solution architecture and technology innovation. * Contribute towards defining and establishing benchmarks, metrics, and quality measures. * Troubleshoot, debug and upgrade software, and provide end customer support as needed. * Other duties as assigned. Qualifications Education & Experience: * 10+ years of experience in software or solution architecture roles, with a focus on designing and implementing complex, enterprise-level solutions using cloud platform * Strong knowledge of software architecture principles, design patterns, and architectural frameworks. * Strong understanding of Continuous Delivery patterns, Cloud foundational patterns, Observability patterns, Developer experience patterns. * Strong analytical and problem-solving skills. * Bachelor’s degree in computer science or equivalent experience Technical Proficiency and Skills: * Proficiency with: * js/React/TypeScript * Mobile Development Tools such as React Native * Apollo GraphQL * Git Version Control System * PostgreSQL * Docker Container * Enterprise development platforms, such as .Net framework * CI/CD Pipelines and Testing Automation Tools * Experience with one or more cloud platforms, such as GCP, AWS or Azure. * Excellent communication and teamwork skills * Great attention to detail and organizational skills * Experience delivering individual and institutional client facing solutions; Web Portal(s), online payments, and third-party integrations * Good understanding of Agile/Scrum methodology * Expertise in delivering secure, high performance, fault tolerant, and high availability solutions * Experience with DevOps, GitHub, CI/CD, SecDevOps, Containers, Serverless 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

Manage full software development lifecycle including design, development, testing, collaboration, and mentoring. | 5+ years in software or solution architecture, strong cloud and web tech background, bachelor's degree, Agile proficiency. | This role is responsible for the full software development life cycle, from conception to deployment. As a Senior Software Engineer, you will have relevant experience with both front-end and back-end coding languages, software development architecture and design patterns, development frameworks and third- party libraries. The ideal candidate will have a strong technical background in DevOps and automation coupled with excellent communication skills to collaborate with stakeholders and translate business requirements into scalable and efficient solutions. This individual must be creative, collaborative, organized, and adaptable.   Our engineering team is built on the principle of humans over code. We are a tight-knit group of lifelong learners in a constant quest to be a team that is greater than the sum of its parts. Come join us!   * Design, develop, and test applications (e.g. API, Web apps) in accordance with established standards. * Work closely with design and product teams to ship delightful, engaging products using React, TypeScript, NodeJS, and GraphQL and related technologies. * Mentor and coach team members through code reviews, thorough documentation, and technical guidance. * Contribute to and improve engineering standards, tooling, and processes * Foster an environment where different backgrounds, cultures, industry and life experiences are embraced and valued. * Participate in peer-reviews of solution designs and related code. * Collaborate with other software developers, product managers and software architects to plan, design, and build software. * Ensure that non-functional requirements such as security, performance, maintainability, scalability, usability, and reliability are being considered when designing and delivering solutions. * Work in an Agile framework to identify and automate solutions that result in enhanced developer experience and increased developer productivity. * Stay abreast of emerging technologies, industry trends, and best practices in solution architecture and technology innovation. * Troubleshoot and debug issues and bugs in applications. * Create design diagrams and technical documentation * Other duties as assigned. Additional Requirements: As part of the evaluation process, candidates who progress beyond the initial screening will be required to complete a formal technical assessment to validate coding proficiency and technical competency. Qualifications Education & Experience: * 5+ years of experience in software or solution architecture roles, with a focus on designing and implementing complex, enterprise-level solutions using cloud platform * Strong knowledge of software architecture principles, design patterns, and architectural frameworks. * Strong understanding of Continuous Delivery patterns, Cloud foundational patterns, Observability patterns, Developer experience patterns. * Strong analytical and problem-solving skills. * Bachelor’s degree in computer science or equivalent experience Technical Proficiency and Skills: * Proficiency with: * js * React * TypeScript * Apollo GraphQL * Git Version Control System * PostgreSQL * Google Cloud * Jest * Docker Container * CI/CD Pipelines * Experience with one or more cloud platforms, preferably GCP * Excellent communication and teamwork skills * Great attention to detail and organizational skills * Experience delivering individual and institutional client facing solutions; Web Portal(s), online payments, and third-party integrations * Good understanding of Agile/Scrum methodology * Expertise in delivering secure, high performance, fault tolerant, and high availability solutions 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

Support and administer Azure cloud infrastructure and related operational platforms ensuring reliability and incident resolution. | Experience with Azure infrastructure, automation, monitoring, systems administration, and cloud-native technologies including AKS and Azure Virtual Desktop. | The Cloud Operations Administrator (COA) is responsible for supporting and administering Inspira's Azure-based cloud infrastructure and related operational platforms. This role focuses heavily on Azure operations, monitoring, automation, production incident troubleshooting, systems administration, and infrastructure reliability. The ideal candidate combines strong operational discipline with hands-on experience supporting cloud infrastructure in production environments. Core Technical Areas Azure Infrastructure & Operations • Azure Virtual Machines • Azure Networking (VNets, NSGs, Route Tables, Private Endpoints, VPN Gateways) • Microsoft Entra ID / Active Directory • Azure Backup & Site Recovery • Microsoft Azure operational services and tooling Infrastructure as Code & Automation • Terraform • Ansible • Bicep / ARM • CI/CD pipelines • PowerShell, Bash, Python, or similar scripting languages Monitoring & Observability • Azure Monitor • Log Analytics • Datadog • Monitoring platforms, alerting, dashboards, and operational response • Root Cause Analysis (RCA) Systems Administration • Windows Server • Linux Administration • Active Directory / Entra ID • VMware • Identity and Access Management Modern Infrastructure • AKS (Azure Kubernetes Service) • Kubernetes • Containerized workloads • Cloud-native operational support Azure Virtual Desktop (AVD) • Host Pools • FSLogix • Session Host Administration • AVD troubleshooting and performance management Primary Responsibilities • Administer and support enterprise Azure infrastructure and cloud services. • Monitor platform health and proactively investigate alerts, incidents, and service degradation. • Troubleshoot and resolve complex production issues across infrastructure, networking, identity, and application layers. • Support Infrastructure as Code deployments and operational automation initiatives. • Maintain Active Directory and Entra ID environments. • Support disaster recovery, backup validation, and business continuity efforts. • Participate in on-call rotations and production incident response. • Develop and maintain operational runbooks and technical documentation. • Partner with Cloud Engineering, Development, Security, and Client Service teams to support platform operations. Education: • Bachelor's degree in Computer Science or equivalent experience Certification: • Certifications preferred: AZ-900 Skills & Abilities: • 1-3 Years of Relevant Experience • Hands-on Azure administration in production environments. • Experience supporting Infrastructure as Code deployments. • Experience using Azure Monitor, Datadog, Splunk, Grafana, or similar monitoring platforms. • Experience supporting AKS/Kubernetes environments. • Experience administering Azure Virtual Desktop. • Experience troubleshooting production incidents and performing root cause analysis. • Strong systems administration foundation across Windows, Linux, VMware, Active Directory, and Entra ID.

Support and administer Azure cloud infrastructure, monitor platform health, troubleshoot production issues, and maintain operational automation and documentation. | 1-3 years Azure production experience, Infrastructure as Code support, monitoring tools experience, systems administration across Windows, Linux, VMware, and Active Directory. | The Cloud Operations Administrator (COA) is responsible for supporting and administering Inspira's Azure-based cloud infrastructure and related operational platforms. This role focuses heavily on Azure operations, monitoring, automation, production incident troubleshooting, systems administration, and infrastructure reliability. The ideal candidate combines strong operational discipline with hands-on experience supporting cloud infrastructure in production environments. Core Technical Areas Azure Infrastructure & Operations • Azure Virtual Machines • Azure Networking (VNets, NSGs, Route Tables, Private Endpoints, VPN Gateways) • Microsoft Entra ID / Active Directory • Azure Backup & Site Recovery • Microsoft Azure operational services and tooling Infrastructure as Code & Automation • Terraform • Ansible • Bicep / ARM • CI/CD pipelines • PowerShell, Bash, Python, or similar scripting languages Monitoring & Observability • Azure Monitor • Log Analytics • Datadog • Monitoring platforms, alerting, dashboards, and operational response • Root Cause Analysis (RCA) Systems Administration • Windows Server • Linux Administration • Active Directory / Entra ID • VMware • Identity and Access Management Modern Infrastructure • AKS (Azure Kubernetes Service) • Kubernetes • Containerized workloads • Cloud-native operational support Azure Virtual Desktop (AVD) • Host Pools • FSLogix • Session Host Administration • AVD troubleshooting and performance management Primary Responsibilities • Administer and support enterprise Azure infrastructure and cloud services. • Monitor platform health and proactively investigate alerts, incidents, and service degradation. • Troubleshoot and resolve complex production issues across infrastructure, networking, identity, and application layers. • Support Infrastructure as Code deployments and operational automation initiatives. • Maintain Active Directory and Entra ID environments. • Support disaster recovery, backup validation, and business continuity efforts. • Participate in on-call rotations and production incident response. • Develop and maintain operational runbooks and technical documentation. • Partner with Cloud Engineering, Development, Security, and Client Service teams to support platform operations. Education: • Bachelor's degree in Computer Science or equivalent experience Certification: • Certifications preferred: AZ-900 Skills & Abilities: • 1-3 Years of Relevant Experience • Hands-on Azure administration in production environments. • Experience supporting Infrastructure as Code deployments. • Experience using Azure Monitor, Datadog, Splunk, Grafana, or similar monitoring platforms. • Experience supporting AKS/Kubernetes environments. • Experience administering Azure Virtual Desktop. • Experience troubleshooting production incidents and performing root cause analysis. • Strong systems administration foundation across Windows, Linux, VMware, Active Directory, and Entra ID.

Lead development of transformational digital product experiences using behavioral insights and data-driven personalization. | Requires 5-7 years experience in product strategy or digital experience design, strong leadership, UX and data personalization skills, and ability to work independently. | 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. 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. Join us on our journey as we work together to take on the complex and the everyday--turning collective effort into life‑changing impact that enriches lives and helps build a better future. Learn more at inspirafinancial.com. We believe in finding the best talent! While some roles are based at one of our office locations, remote roles can sit in any of the following states: AL, AZ, FL, GA, IA, IL, IN, MI, MN, MO, NC, NE, PA, SC, TN, TX, UT, VA and WV. Remote status and role locations are subject to change. Relocation is not provided. Employees within a 90-minute radius of our Oak Brook, IL headquarters are required to adhere to the company in-office work guidelines of 4 days per month minimum from 10 am to 2 pm (1 of the 4 days must be a Monday or Friday). This requirement does not apply to support specialist positions. Don't meet every single requirement? That's okay. At Inspira Financial, we know growth comes from people who are willing to learn, challenge themselves, and aim higher. We value individuals who lead with heart, cultivate trust, and collaborate to win together. If you're energized by meaningful work, continuous development, and being part of a team that turns collective effort into real impact, Inspira Financial could be the right next step in your journey. We look forward to receiving your application. Inspira Financial provides health, wealth, retirement, and benefits solutions that strengthen and simplify the health and wealth journey. With more than 7 million clients, representing over $62 billion in assets, Inspira works with thousands of employers, plan sponsors, recordkeepers, TPAs, and other institutional partners -- helping the people they care about plan, save, and invest for a brighter future. Inspira relentlessly pursues better outcomes for all with our automatic rollover services, health savings accounts, emergency savings funds, custody services, and more. Learn more at inspirafinancial.com. We have been recognized for our remarkable growth on lists such as Crain's Fast 50 and Inc. 5000, and for our outstanding workplace culture and benefits with Built In's 2025 Best Places to Work and Gallagher's 2022 Best-In-Class Employer awards. Job Summary & Responsibilities Inspira Financial is looking for a Product Strategy Lead to define a transformational next-generation experience for the people and employers who use our platform — one that meaningfully improves engagement, utilization, and health and financial outcomes. This role sits at the intersection of two critical audiences: accountholders, who experience their benefits through our website and mobile app, and employers, who manage their programs through our admin applications. We're looking for someone who understands human behavior, knows how to build digital experiences that people genuinely love, and is excited to apply data, personalization, and AI to make those experiences smarter over time. You'll partner closely with our design team to reimagine how our products are delivered — including how we integrate broader health concepts and how we use data to personalize and improve the experience. This person should be able to paint a vivid, forward-looking vision for what the digital experience can become, grounded in a real understanding of how people behave and what drives (or blocks) engagement. This is not a traditional product management role. What matters most is a genuine, hands-on track record of building digital product experiences that end users loved — experiences that shipped, were adopted, and moved the needle on engagement or outcomes. We're looking for someone fluent in human behavior, UX, and data-driven personalization (including AI-powered approaches), who can quickly get up to speed on the consumer-directed health space and reengineer our experience around what people actually need. Prior CDH industry experience is a plus, not a prerequisite. What You'll Do - Develop and articulate a bold, transformational vision for the future of the accountholder experience, spanning both the website and mobile app - Develop and articulate a transformational vision for the future of the employer experience within the application - Apply an understanding of human behavior to identify what drives — and what blocks — engagement, utilization, and better health and financial outcomes, and translate those insights into reimagined experiences - Partner closely with the design team to reengineer existing experiences and prototype new ones, bringing deep behavioral insight into the design process - Explore how AI, data, and personalization can be used to make the experience smarter — from tailored guidance and content to proactive nudges that help people get more value from their benefits - Imagine new ways of delivering our products, including how we integrate broader health concepts and how we collect and use data to personalize and improve the experience - Immerse yourself in how accountholders live with and use their benefits day to day, and identify where the current experience falls short of what they need - Immerse yourself in how employers manage and evaluate their programs through Health Wallet Manager, and identify opportunities to improve their experience - Partner closely with product managers, designers, and engineers to translate vision and user needs into requirements, prioritization input, and roadmap direction - Serve as an internal advocate for the accountholder and employer experience, representing their perspective in cross-functional planning - Interface directly with accountholders, employers, and partners to gather feedback, validate direction, and build trust in our roadmap - Create and deliver clear written and verbal materials that communicate strategy and vision to both internal teams and external partners - Operate as a self-directed leader who can define their own approach to a role that doesn't have an established playbook, and who is looked to as a subject matter expert and leader within the company Preferred Qualifications What We're Looking For - A track record of having built digital product experiences for end users — experience that shipped, was adopted, and made a measurable difference in engagement or outcomes - Strong experience in UX design, UX/user research, human-centered design, or a related discipline, with a demonstrated ability to translate user insight into product decisions - Experience using data, personalization, or AI/ML to improve a digital product experience (e.g., tailored recommendations, adaptive content, predictive engagement) - A strong understanding of human behavior and what drives engagement, utilization, and adoption, and the ability to partner effectively with designers to bring that understanding to life - The ability to reimagine and reengineer existing experiences, not just optimize them — and to paint a vivid, credible picture of what the experience of the future looks like - 5–7 years of relevant experience in product strategy, digital experience design, or a closely related field - Excellent written and verbal communication skills, including the ability to build and deliver polished, persuasive presentations - A demonstrated self-starter: someone who picks up ambiguous, undefined problems and forges a path forward without needing detailed direction - Strong general leadership presence and judgment — this role does not manage people, but is viewed internally as a leader and subject matter expert - Comfort and credibility interfacing directly with accountholders, employers, and partners - Extremely strong work ethic and ownership mentality - Genuine excitement about building solutions that change people's lives through better health and greater wealth Nice to Have - Hands-on experience with HRA, FSA, Dependent Care, Commuter, or other notional benefits, and/or working knowledge of HSA, ESF, or other CDH products - Experience integrating broader health or wellness concepts into a financial or benefits product - Familiarity with the employer-side needs of managing a CDH program (reporting, enrollment, plan administration) - Experience with usability testing or behavioral design methods in a consumer-facing product context - Experience presenting at industry events or contributing to RFP responses Why This Role You know how to turn a deep understanding of user behavior into digital experiences people love — and you're energized by the idea of using data and AI to make those experiences even smarter. This role gives you the platform to reimagine the accountholder and employer experience from the ground up, at a company built to help people live healthier and build greater wealth. You don't need to already be a CDH expert — you need to be great at building products people love, and ready to become one. Pay Range $140,000-$160,000 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.

Lead technical direction and development of Appian-based solutions for Retirement & Wealth business. | Requires 5+ years software development with 3+ years Appian experience and 2+ years technical lead role, plus strong Appian platform skills and integration experience. | 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. 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. Join us on our journey as we work together to take on the complex and the everyday--turning collective effort into life‑changing impact that enriches lives and helps build a better future. Learn more at inspirafinancial.com. We believe in finding the best talent! While some roles are based at one of our office locations, remote roles can sit in any of the following states: AL, AZ, FL, GA, IA, IL, IN, MI, MN, MO, NC, NE, PA, SC, TN, TX, UT, VA and WV. Remote status and role locations are subject to change. Relocation is not provided. Employees within a 90-minute radius of our Oak Brook, IL headquarters are required to adhere to the company in-office work guidelines of 4 days per month minimum from 10 am to 2 pm (1 of the 4 days must be a Monday or Friday). This requirement does not apply to support specialist positions. Don't meet every single requirement? That's okay. At Inspira Financial, we know growth comes from people who are willing to learn, challenge themselves, and aim higher. We value individuals who lead with heart, cultivate trust, and collaborate to win together. If you're energized by meaningful work, continuous development, and being part of a team that turns collective effort into real impact, Inspira Financial could be the right next step in your journey. We look forward to receiving your application. Inspira Financial provides health, wealth, retirement, and benefits solutions that strengthen and simplify the health and wealth journey. With more than 7 million clients, representing over $62 billion in assets, Inspira works with thousands of employers, plan sponsors, recordkeepers, TPAs, and other institutional partners -- helping the people they care about plan, save, and invest for a brighter future. Inspira relentlessly pursues better outcomes for all with our automatic rollover services, health savings accounts, emergency savings funds, custody services, and more. Learn more at inspirafinancial.com. We have been recognized for our remarkable growth on lists such as Crain's Fast 50 and Inc. 5000, and for our outstanding workplace culture and benefits with Built In's 2025 Best Places to Work and Gallagher's 2022 Best-In-Class Employer awards. Job Summary & Responsibilities The Sr. Appian Software Engineer will report to the Sr. Director, Salesforce and Marketing Technology in the Technology Department. This role is responsible for owning the technical direction, build quality, and delivery of Appian-based solutions supporting our Retirement & Wealth business, while acting as the hands-on lead for a team of Appian developers. - Serve as the primary technical lead for Appian applications supporting Retirement & Wealth business processes, workflows, and integrations. - Design, build, and maintain complex Appian applications, including process models, interfaces (SAIL), data fabric/records, integrations, decision rules, and expression rules. - Set and enforce Appian development standards, design patterns, and governance across the team to ensure consistent, scalable, and maintainable solutions. - Translate business requirements from Product Owners and stakeholders into technical designs, effort estimates, and delivery plans. - Partner with solution architects to design integrations between Appian and enterprise systems (e.g., Salesforce, SQL Server, REST/SOAP APIs, message queues) with attention to security, performance, and data integrity. - Lead technical design reviews and code reviews; ensure solutions align with enterprise architecture direction, security standards, and non-functional requirements (scalability, reliability, performance, maintainability). - Mentor and provide day-to-day technical guidance to Appian developers; support hiring, onboarding, and skill development on the team. - Partner with QA, DevOps, and infrastructure teams to define and maintain CI/CD pipelines for Appian package deployment across environments. - Own performance tuning, troubleshooting, and root-cause analysis for production Appian applications; participate in incident response as needed. - Evaluate new Appian platform capabilities, plug-ins, and releases; make recommendations on adoption and upgrade planning. - Maintain technical documentation, including architecture diagrams, design decisions, and application inventories. - Communicate technical status, risks, and trade-offs clearly to senior leadership and non-technical stakeholders. - Other duties as assigned. Preferred Qualifications Education & Experience: - 5+ years of software development experience, including 3+ years of hands-on Appian development - 2+ years in a technical lead or architect capacity, with direct responsibility for team output and design decisions - Bachelor's Degree in Computer Science, Information Systems, or related field (or equivalent practical experience) - Preferred Certifications: Appian Certified Lead Developer (or equivalent Appian architect-level certification) and Appian Certified Senior Developer Skills & Abilities: - Deep hands-on experience with Appian: process models, SAIL interfaces, records/data fabric, integrations, decision rules, expression rules, and plug-ins - Proven track record developing and delivering enterprise-scale, low-code applications in a regulated or financial services environment - Strong understanding of Appian environment management, application packaging, and deployment across Dev/Test/Prod - Experience integrating Appian with external systems via REST/SOAP APIs, databases, and enterprise middleware - Working knowledge of relational databases (SQL Server or similar) and data modeling - Familiarity with CI/CD practices and tools (e.g., Azure DevOps) as applied to Appian package deployment - Solid grasp of application security fundamentals: authentication, authorization, and data protection within Appian - Experience leading or mentoring a development team, including code review and technical coaching - Ability to translate ambiguous business requirements into clear technical designs and delivery plans - Comfortable operating in a fast-moving environment with competing priorities, balancing long-term architecture with short-term delivery needs - Strong written and verbal communication skills, with the ability to present technical topics to senior leadership and non-technical stakeholders - Experience working in Agile/Scrum delivery environments - Demonstrated ability to work cross-functionally with Product, QA, DevOps, and Infrastructure teams - Working knowledge of Salesforce Financial Services Cloud (FSC) a plus Other Requirements: - Travel up to (10%) - Prolonged periods of sitting at a desk and working on a computer - Occasionally lifts up to 25 pounds Pay Range $107,000- $137,000 per year Pay Range $107,000- $137,000 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. 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.

Lead design, development, and testing of enterprise applications while managing product delivery teams and setting technical direction. | At least 5 years in software or solution architecture with cloud and modern web tech proficiency, bachelor's degree or equivalent, and Agile experience. | We are seeking a Lead Platform Software Engineer to join our growing team. This role is responsible for the full software development life cycle, from conception to deployment. As a Lead Platform Software Engineer, you will have relevant experience with both front-end and back-end coding languages, software development architecture and design patterns, development frameworks and third- party libraries. The ideal candidate will have a strong background in developing consumer-facing digital products in collaboration with product and design leaders. This individual must be creative, client focused, team player, organized, and can thrive in a dynamic environment.    At Inspira, we believe in empowering engineers to build a smarter health benefits platform - one where human expertise is amplified, not replaced, by AI tools. We seek engineers who have demonstrated experience using AI responsibly to accelerate their development workflow, improve code quality, and solve complex problems more efficiently.    Our engineering team is built on the principle of humans over code. We are a tight-knit group of lifelong learners in a constant quest to be a team that is greater than the sum of its parts. Come join us!    Duties & Responsibilities:  * Design, develop, and test applications (e.g. API, web apps) in accordance with established standards.  * Collaborate with Product and Design Leaders to lead product delivery teams.   * Set short to medium term technical direction, creating plans to help achieve goals  * Participate in peer-reviews of solution designs and related code.  * Package and support deployment of releases.  * Foster an environment where different backgrounds, cultures, industry and life experiences are embraced and valued.  * Collaborate on architecture decisions, ensuring that we are adapting and evolving to meet organization’s scaling business needs  * Collaborate with other software developers, product managers and software architects to plan, design and deliver applications.  * Assess opportunities for application and process improvement and prepare documentation of rationale to share with team members and other affected parties.  * Adhere to high-quality development principles while delivering solutions on time and within budget.   * Ensure that non-functional requirements such as security, performance, maintainability, scalability, usability, and reliability are being considered when architecting solutions.  * Work in an Agile framework to identify and automate solutions that result in enhanced developer experience and increased developer productivity.  * Stay abreast of emerging technologies, industry trends, and best practices in solution architecture and technology innovation.  * Contribute towards defining and establishing benchmarks, metrics, and quality measures.   * 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  * Full code ownership mandatory - Must understand, explain, and support all AI-assisted code as if written from scratch  * Troubleshoot, debug and upgrade software  * Other duties as assigned.   Qualifications Education & Experience:  * 5+ years of experience in software or solution architecture roles, with a focus on designing and implementing complex, enterprise-level solutions using cloud platform    * Strong knowledge of software architecture principles, design patterns, and architectural frameworks.   * Strong understanding of Continuous Delivery patterns, Cloud foundational patterns, Observability patterns, Developer experience patterns.   * Strong analytical and problem-solving skills.   * Practical AI experience required - Comfortable using tools like GitHub Copilot, ChatGPT, or Claude for prototyping, debugging, and problem-solving.  * Bachelor’s degree in computer science or equivalent experience.      Technical Proficiency and Skills:  * Proficiency with:   * Node.js   * React   * TypeScript   * Apollo GraphQL   * Git Version Control System   * PostgreSQL   * Google Cloud   * Jest   * Docker Container   * CI/CD Pipelines   * Experience with one or more cloud platforms, preferably GCP   * Excellent communication and teamwork skills   * Great attention to detail and organizational skills   * Experience delivering individual and institutional client facing solutions; Web Portal(s), online payments, and third-party integrations  * Good understanding of Agile/Scrum methodology  * Expertise in delivering secure, high performance, fault tolerant, and high availability solutions     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

Lead technical direction and delivery of Appian-based solutions while mentoring developers. | 5+ years software development, 3+ years Appian development, 2+ years technical lead, bachelor's degree required. | The Sr. Appian Software Engineer will report to the Sr. Director, Salesforce and Marketing Technology in the Technology Department. This role is responsible for owning the technical direction, build quality, and delivery of Appian-based solutions supporting our Retirement & Wealth business, while acting as the hands-on lead for a team of Appian developers.   * Serve as the primary technical lead for Appian applications supporting Retirement & Wealth business processes, workflows, and integrations. * Design, build, and maintain complex Appian applications, including process models, interfaces (SAIL), data fabric/records, integrations, decision rules, and expression rules. * Set and enforce Appian development standards, design patterns, and governance across the team to ensure consistent, scalable, and maintainable solutions. * Translate business requirements from Product Owners and stakeholders into technical designs, effort estimates, and delivery plans. * Partner with solution architects to design integrations between Appian and enterprise systems (e.g., Salesforce, SQL Server, REST/SOAP APIs, message queues) with attention to security, performance, and data integrity. * Lead technical design reviews and code reviews; ensure solutions align with enterprise architecture direction, security standards, and non-functional requirements (scalability, reliability, performance, maintainability). * Mentor and provide day-to-day technical guidance to Appian developers; support hiring, onboarding, and skill development on the team. * Partner with QA, DevOps, and infrastructure teams to define and maintain CI/CD pipelines for Appian package deployment across environments. * Own performance tuning, troubleshooting, and root-cause analysis for production Appian applications; participate in incident response as needed. * Evaluate new Appian platform capabilities, plug-ins, and releases; make recommendations on adoption and upgrade planning. * Maintain technical documentation, including architecture diagrams, design decisions, and application inventories. * Communicate technical status, risks, and trade-offs clearly to senior leadership and non-technical stakeholders. * Other duties as assigned. Qualifications Education & Experience: * 5+ years of software development experience, including 3+ years of hands-on Appian development * 2+ years in a technical lead or architect capacity, with direct responsibility for team output and design decisions * Bachelor's Degree in Computer Science, Information Systems, or related field (or equivalent practical experience) * Preferred Certifications: Appian Certified Lead Developer (or equivalent Appian architect-level certification) and Appian Certified Senior Developer   Skills & Abilities: * Deep hands-on experience with Appian: process models, SAIL interfaces, records/data fabric, integrations, decision rules, expression rules, and plug-ins * Proven track record developing and delivering enterprise-scale, low-code applications in a regulated or financial services environment * Strong understanding of Appian environment management, application packaging, and deployment across Dev/Test/Prod * Experience integrating Appian with external systems via REST/SOAP APIs, databases, and enterprise middleware * Working knowledge of relational databases (SQL Server or similar) and data modeling * Familiarity with CI/CD practices and tools (e.g., Azure DevOps) as applied to Appian package deployment * Solid grasp of application security fundamentals: authentication, authorization, and data protection within Appian * Experience leading or mentoring a development team, including code review and technical coaching * Ability to translate ambiguous business requirements into clear technical designs and delivery plans * Comfortable operating in a fast-moving environment with competing priorities, balancing long-term architecture with short-term delivery needs * Strong written and verbal communication skills, with the ability to present technical topics to senior leadership and non-technical stakeholders * Experience working in Agile/Scrum delivery environments * Demonstrated ability to work cross-functionally with Product, QA, DevOps, and Infrastructure teams * Working knowledge of Salesforce Financial Services Cloud (FSC) a plus   Other Requirements: * Travel up to (10%) * Prolonged periods of sitting at a desk and working on a computer * Occasionally lifts up to 25 pounds

Define architecture strategy, guide technology decisions, establish standards, mentor teams, and ensure scalable, secure solutions. | Bachelor's degree and 12+ years in software engineering or architecture with strong cloud and Azure expertise and leadership experience. | The Lead Solution Architect serves as a senior technical leader responsible for shaping architecture strategy, guiding cross-portfolio technology decisions, and ensuring alignment between business objectives and technology investments. This role provides architectural leadership across multiple product teams, programs, and business capabilities while establishing standards, reusable patterns, and long-term roadmaps that enable scalable, secure, and maintainable solutions. The Lead Solution Architect operates as a trusted advisor to business and technology leaders, influences enterprise technology direction, mentors architects and technical leaders, and helps drive architecture consistency, governance, and engineering excellence across the organization.  Key Responsibilities  Architecture Strategy & Leadership  * Define and evolve architecture roadmaps, target-state architectures, and strategic technology direction for one or more business domains.  * Translate business strategy into practical technology strategies, architectural capabilities, and implementation roadmaps.  * Provide architectural leadership across multiple concurrent initiatives, ensuring solutions align with enterprise objectives and architectural principles.  * Evaluate emerging technologies, industry trends, and vendor capabilities to identify opportunities and risks.  Enterprise & Portfolio Architecture  * Guide architecture decisions that span products, platforms, integrations, data domains, and shared services.  * Resolve architectural conflicts, competing priorities, and cross-team design tradeoffs.  * Ensure solutions support long-term business goals while balancing cost, risk, complexity, and delivery objectives.  * Lead architectural planning for modernization, platform evolution, technical debt reduction, and operational resiliency.  Governance & Standards  * Establish and maintain architecture standards, reference architectures, design patterns, and decision frameworks.  * Lead architecture reviews and governance activities for strategic initiatives and high-impact technology decisions.  * Promote consistency, reusability, supportability, and security across the technology landscape.  * Drive use of architecture decision records (ADRs), standards, and documentation practices.  Risk Management & Operational Excellence  * Identify and proactively address architectural risks, dependencies, constraints, and systemic weaknesses.  * Ensure solutions appropriately address security, compliance, privacy, resiliency, recoverability, scalability, and operational support requirements.  * Partner with security, infrastructure, operations, and engineering teams to ensure alignment with enterprise controls and operational standards.  * Contribute to disaster recovery, business continuity, and platform resiliency planning.  Organizational Leadership  * Mentor Solution Architects, technical leads, and engineering teams on architecture practices and decision-making.  * Foster a culture of technical excellence, continuous improvement, and knowledge sharing.  * Lead architecture communities of practice and contribute to architecture capability development across the organization.  * Serve as a trusted advisor to senior technology and business leaders.  Business & Stakeholder Engagement  * Partner with product, engineering, security, infrastructure, data, and business stakeholders to align technology investments with business priorities.  * Communicate complex technical concepts effectively to both technical and non-technical audiences.  * Influence strategic decisions through analysis of benefits, risks, constraints, and tradeoffs.  * Support portfolio planning, investment decisions, and long-range technology strategy discussions.  Additional Interview Requirements:    As part of the evaluation process, candidates who progress beyond the initial screening will be required to complete a formal technical assessment to validate coding proficiency and technical competency.  Qualifications Required Qualifications * Bachelor's degree in Computer Science, Information Technology, Engineering, or a related field, or equivalent combination of education and experience * 12+ years of experience in software engineering, solution architecture, enterprise architecture, or related technical leadership roles * Demonstrated success leading architecture across large-scale, cross-functional initiatives involving multiple systems, teams, and business domains * Deep understanding of application architecture, integration patterns, APIs, event-driven architectures, distributed systems, data architecture concepts, and cloud-native design principles * Experience establishing architecture governance processes, standards, reference architectures, and reusable patterns * Experience designing and governing solutions on modern cloud platforms, preferably Microsoft Azure * Strong understanding of security, compliance, resiliency, observability, and operational readiness practices * Exceptional communication, facilitation, stakeholder management, and influence skills Preferred Qualifications  * Experience in financial services or another highly regulated industry * Experience influencing enterprise technology strategy and multi-year roadmaps * Experience mentoring architects and leading architecture communities of practice * Familiarity with enterprise architecture frameworks, architecture repositories, and capability-based planning approaches * Relevant cloud, architecture, security, or integration certifications