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Inspira Financial Trust, LLC

Apr 19, 2026
PERMANENT
Inspira Financial Trust, LLC Oak Brook, IL
We are seeking a highly organized, enterprise-minded communicator to serve as Manager, Enterprise Communications. This role sits at the intersection of executive messaging, operational excellence, and enterprise visibility. This role will be responsible for orchestrating what is being communicated, when, and to whom-ensuring senior leaders, teams, and functions are aligned, informed, and positioned to engage effectively. This is a hands-on role that combines content execution with calendar ownership and coordination across the enterprise. The ideal candidate brings structure to complexity, translates executive priorities into actionable communication plans, and ensures leadership moments land with clarity and impact. Key Responsibilities Enterprise Communications Planning & Calendar Ownership Own and manage the enterprise communications content calendar, ensuring clear sequencing, prioritization, and alignment across channels, functions, and leadership...
Apr 17, 2026
PERMANENT
Inspira Financial Trust, LLC Oak Brook, IL
Sr. Software Engineer is responsible for the full software development life cycle, from conception to deployment. Sr. Software Engineer 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 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...
Apr 16, 2026
PERMANENT
Inspira Financial Trust, LLC Oak Brook, IL
The Security Engineer I - IT Auditor will report to the Audits and Assessments Security Engineering Manager in the Technology Department. This role is responsible for assessing the design and testing operating effectiveness of general computer controls and application controls and will also be responsible for conducting third-party (vendor) risk assessments for vendors and other external partners. Work collaboratively with control operators. Assess the risk posed by potential findings and present the findings to the 3rd Party Auditors and senior management. The IT Auditor will also need to stay aware of emerging technologies and risks. Duties & Responsibilities: Perform third-party (vendor) risk assessments, including reviewing security and compliance documentation, identifying control gaps, tracking remediation items, and communicating results to stakeholders. Assist in planning audits, executing audit work, and preparing audit reports. Developing a keen...
Apr 15, 2026
PERMANENT
Inspira Financial Trust, LLC Oak Brook, IL
The Sr. Sales Executive will report to the Sr. Director, Head of Aetna Sales - Health and Benefits Department or Sales - Consumer Directed Benefits Department. This role is responsible for building our business in the national accounts, middle markets, small group markets, distribution channel, group insurance and specialty products areas. This role will also have the responsibility of developing relationships with the broker/consultant communities and direct planning sponsors in assigned territory. Managing all business development efforts including marketing, communications, training, and competitive analysis. This role is expected to be in the market and travel to key markets will be part of the strategy. Sales and Account Management experience of 7+ years in the benefits, consulting and financial services industry required. The ideal incumbent will have a proven ability to identify and close profitable business opportunities and manage a defined territory. Additionally, the Sr....
Apr 15, 2026
PERMANENT
Inspira Financial Trust, LLC Oak Brook, IL
Position Summary: The Support Specialist Team Lead is primarily responsible to provide live, real-time assistance to call center support specialists, including but not limited to providing guidance in a digital work environment and being first-point of contact for all team members. The Team Lead is also the first point for resolving escalated customer issues, which may include speaking to the accountholder or member, researching the reason for escalation, owning the resolution, and providing feedback and recommendations to the business. This role is also responsible for coaching/mentoring and refresher training of all members of the Support Department. This role may also be asked to provide feedback, conduct testing related to the implementation of new technology, software applications and product offerings. The Team Lead position assists in the review of all internal Policies and Procedures and training materials. Through verbal and written communications, the individual in...
Apr 12, 2026
PERMANENT
Inspira Financial Trust, LLC Oak Brook, IL
The Sr. Director, Head of Field Sales, will report to the Managing Director, Head of Health & Benefits Sales in the H&B Sales department. This role will oversee the National Sales team of Senior Sales Executives working with industry brokers, consultants, advisors, and direct to plan sponsors. This role will establish business strategies, execute operational plans and drive new revenue growth through this important source of business. This role will drive the national broker/consultant development strategy with a focus on the top 10 firms. This role will direct Sales Operations, Marketing and Strategy as strategic resources. This role will include participation on the PayFlex National Producer Advisory Board and as a member of the Sales Leadership team. This role will collaborate with the Senior Directors for both the Aetna Enterprise and Channel Partnerships. Duties & Responsibilities: Set, communicate and execute operational strategy and performance measures in...
Apr 11, 2026
PERMANENT
Inspira Financial Trust, LLC Oak Brook, IL
The Head of Rollover Solutions is responsible for the overall growth and success of a business unit serving some of the largest employers and retirement plan recordkeepers in the country. This individual will establish strategy and lead a client-facing organization of 20+ individuals to deliver a high level of client growth, satisfaction and retention. The Head of Rollover Solutions will report directly to the EVP Retirement & Wealth, who is responsible for growing the Retirement & Wealth division at Inspira Financial. The successful candidate will be a strategic, analytical, market-focused and results-driven leader. They will provide leadership and oversight of the National Sales, Strategic Accounts and National Accounts teams while representing the firm effectively to outside parties including clients, strategic partners, industry associations and the media. The Head of Rollover Solutions will work closely with the Head of Marketing and Chief Operating Officer to execute...
Apr 11, 2026
PERMANENT
Inspira Financial Trust, LLC Oak Brook, IL
The Reconciliation Specialist plays a critical role in safeguarding the financial integrity of Inspira Financial by ensuring accurate and timely reconciliation of bank and trust accounting system transactions. Reporting to the Manager of Central Control within the R&W Operations Financial Reporting & Controls Department, this position directly supports the company's ability to manage risk, prevent fraud, and maintain client trust. This role is central to the daily operations of the department, which serves as a Financial Control hub for the organization. Responsibilities include reconciling high-volume financial transactions, auditing discrepancies, and collaborating across departments to resolve issues that impact downstream revenue realization and client satisfaction. The Specialist also serves as a key point of contact for internal teams, ensuring inquiries are addressed with precision and professionalism. Obtain the balance and activity for the various banks daily...
Apr 09, 2026
PERMANENT
Inspira Financial Trust, LLC Oak Brook, IL
The Sales Executive will report to the Senior Director, Head of Aetna Sales in the CDB Sales department. This role is responsible for building CDB business in the middle markets, small group markets and distribution channels. This role will also have the responsibility of developing relationships with the Aetna and Meritain Health Field Sales and Service Organization. Managing all business development efforts including marketing, communications, training, and competitive analysis. This role is expected to be in market and travel to key markets will be part of the strategy. • Identify various ways to increase visibility and value, improve relationships and reputation, and drive results in assigned territory. • Collaborate with Aetna and Meritain Health to build a quality pipeline of opportunities and continuously look for ways to improve win rate. • Develop a business plan to include a market engagement plan. • Promote sales through in-person and virtual client meetings and...
Apr 09, 2026
PERMANENT
Inspira Financial Trust, LLC Oak Brook, IL
The Sales Executive will report to the Senior Director, Head of Aetna Sales in the CDB Sales department. This role is responsible for building CDB business in the middle markets, small group markets and distribution channels. This role will also have the responsibility of developing relationships with the Aetna and Meritain Health Field Sales and Service Organization. Managing all business development efforts including marketing, communications, training, and competitive analysis. This role is expected to be in market and travel to key markets will be part of the strategy. • Identify various ways to increase visibility and value, improve relationships and reputation, and drive results in assigned territory. • Collaborate with Aetna and Meritain Health to build a quality pipeline of opportunities and continuously look for ways to improve win rate. • Develop a business plan to include a market engagement plan. • Promote sales through in-person and virtual client meetings and...
Apr 08, 2026
PERMANENT
Inspira Financial Trust, LLC Oak Brook, IL
The Cloud Operations Admin (COA) role is responsible for the administration and support of the enterprise infrastructure for a dynamic, growing business. The environment spans private and public clouds, networks, firewalls, servers, operating systems, applications, mobile devices, process schedulers, telecommunications, and general databases. The COA will interface with Cloud Engineering team, development teams, and client service teams regarding the operations of the Platform Architecture within Inspira. Working within a team environment, the COA participates directly in solution creation, providing hands-on support as well as operational support and training. This individual must be creative, client focused, solutions-driven, organized, and can thrive in a dynamic environment. • Provide direct support in the day-to-day operations of hardware and operating systems, including Cloud Services: o Evaluate system utilization, monitor response time, and provide primary support for...
Apr 08, 2026
PERMANENT
Inspira Financial Trust, LLC Oak Brook, IL
The Marketing Automation Manager will own the content strategy and optimization of Inspira Financials' marketing automation and sales engagement programs. This role is critical in driving scalable demand nurturing and customer lifecycle campaigns with a primary emphasis on email outreach and sales engagement via our current systems Marketing Cloud and Outreach.io or other similar systems as refine and evolve our marketing technology stack. This role will serve as the internal expert on both marketing automation platforms and the content that populate them (e.g., Salesforce Marketing, HubSpot) and sales engagement tools (Outreach.io predominantly but also Gong and Salesloft), partnering closely with Marketing, Sales, Business Development, and Revenue Operations to ensure aligned, data-driven engagement throughout the funnel. This role will also need to have the ability to build templated designs including the ability to create and manage content. Marketing Automation Content...
Apr 04, 2026
PERMANENT
Inspira Financial Trust, LLC Oak Brook, IL
We are seeking a talented and experienced Software Quality Engineer II to join our growing team. In this role, you will be responsible for leading quality assurance efforts, designing and implementing test strategies, and ensuring the reliability and performance of our software products. You will collaborate closely with cross-functional teams to drive quality initiatives and contribute to the delivery of exceptional software solutions. You will join a team of experience Quality Engineers responsible for bug free software delivery by performing Smoke testing, Functional testing, Regression testing. You should be able to test manually as well as be proficient in Automation testing. You should have exposure to different QA testing tools for managing and executing test cases, tracking bugs and reporting status. You should have proven experience of leading and mentoring a team of 5 or more Quality Engineers. If you are ready to advance your career and contribute to a rapidly growing...
Apr 02, 2026
PERMANENT
Inspira Financial Trust, LLC Oak Brook, IL
We are seeking a n Engineering Manager to lead our growing Operations and Implementation team. This role is responsible for managing a team to meet business expectations surrounding the system implementation of new clients, product changes, and additions for existing clients. This individual must be creative, client focused, team player, organized, and able to thrive in a dynamic environment. This role champions a proactive, anticipate -and-prevent approach - both personally and across the team - fostering a culture where critical issues are identified and addressed with urgency before they escalate. The position is responsible for directing and managing workflows that drive continuous quality improvement. Working cross-functionally, this leader will promote meaningful change to deliver exceptional service to internal and external customers. At First Dollar, we believe in empowering engineers to build a smarter health benefits platform - one where human expertise is...
Apr 01, 2026
PERMANENT
Inspira Financial Trust, LLC Oak Brook, IL
H&B Support Managers report to a Sr. Manager, H&B Support. This role within the H&B Support team is responsible for supervising a team of Support Specialists committed to providing a high level of service to existing and potential Inspira clients for pre-tax products like HSA and FSA, and additional services like COBRA or Commuter Services. The Manager will leverage data to manage team performance, coach and engage with team members to drive an elevated level of performance, promote ownership and accountability, and evaluate team and individual performance to achieve goals and objectives. Support Managers are expected to be experts in their part of business and will collaborate as a consultant or partner to various workgroups, such as product, digital, account management and operations. Duties & Responsibilities: Continually improve the performance of the team with coaching, skills transfers, 1-1 development, team meetings, and recognition. Supervise a team...