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Inspira Financial seeks enthusiastic individuals to support diverse roles in a people-centric, client-focused environment. Responsibilities include engaging with clients and contributing to the company's mission of simplifying health and wealth journeys.
Join Us!
Take the next step in your journey at Inspira Financial. You will help businesses and individuals thrive today, tomorrow, and into retirement. Become part of a company that is people centric and client obsessed in every interaction; a community of forward-thinking individuals focused on driving results to deliver our mission with an unwavering commitment to integrity. Join us as we strengthen and simplify the health and wealth journey -- relentlessly pursuing better outcomes for all. 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? Here at Inspira Financial, we believe there is no "perfect" candidate and want to encourage applying even if all the requirements listed aren't met. Our goal is to build an authentic workplace by valuing diversity in our candidates. We work to ensure that our team reflects the diversity of the businesses and clients we serve. We are always looking to expand our growing team with dynamic and enthusiastic individuals. If you enjoy a collaborative, fun environment that champions career development, Inspira Financial is the place for you! We look forward to receiving your application! Check out this Inspira Financial video to learn more about our company!
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 Director, Software Engineering will report to the Managing Director, Software Engineering in the Technology Department. This role is responsible for managing and supporting the people, projects, resources, applications, development and delivery related to the effective implementation of application solutions spanning all business and administrative areas.
This role will serve as the primary liaison between Technology and its client base by being the advocate to ensure that the provided services are at an exceptional standard. In addition, the role will be responsible for the identification and analysis (i.e. solutions alignment, cost justification/ROI, approvals and initial staffing/ resource requirements) of any business opportunities which require or could leverage Technology integration or development.
• Sustain knowledge and experience in Technology delivery to the supported client areas.• Align, formulate, validate, link, and implement 3 - 5-year plan for area of responsibility with total Technology and corporate vision.• Primary oversight and management of projects related to development initiatives.• Directly manage multiple concurrent projects, both simple and extremely complex• Ensure that the relevant governance and control processes are invoked and reflected for projects.• Define and establish benchmarks and quality measures for area of responsibility.• Participate in disaster recovery and contingency planning.• Ensure that Information Security Technology controls and processes are followed, architected, and tested throughout the entire lifecycle of development.• Effectively manage relevant 3rd party vendor relationships, while demonstrating excellent vendor management skills• Support and participate in the overall IT Governance structure, with specific emphasis on data architecture, application architecture, services integration, and quality/testing management.• Drive knowledge, component and service sharing into the team.• Focus on the implementation of cost-effective, extensible, and supportable solutions (whether 3rd party or bespoke)• Improve the stability and resiliency of all relevant production processes, as well as, instituting a robust support model addressing process/application failures.• Provide mentorship to the entire organization in application development and integration, ensuring that the material is properly tailored to the context of the recipient audience.• Institute a strong culture of collaboration, responsibility, learning and mentorship.• Work with internal sales and external clients to assess scalable process and data integration solutions.• Be an exceptional liaison with the business on potential initiatives and solution patterns.• Assist the Technology Department staff in projects.• Deliver presentations to internal staff and external 3rd parties.• As the primary liaison between Technology and the client:• Business/Technology opportunity (value added role):• Know the business and Technology.• Stay apprised of client business plan and direction.• Act as a technology visionary• Apply technology to business.• Gather defensive/offensive intelligence.• Provide consulting and guidance to corporate management on effective use of Technology. • Relationship Manager:• Understand the business.• Determine the right services for our clients.• Assess effectiveness.• Represent client's point of view.• Develop a good working rapport with client base with excellent communications.• Resource Integration:• Identify project team requirements and capital requirements.• Other duties as assigned.
Preferred Qualifications
Years of Experience: • 15+ years of experience . Degree: • Bachelor's Degree in Computer Science or related field . Certification: N/A . Skills & Abilities: • Key technologies include Web infrastructure, Content & Documentation Management Systems, Salesforce & Apex, Report-building, MS-SQL, MS Office, Database/Warehouse/OLAP, MS Development (C#, .Net) environment, SSRS, SSIS, Informatica, Mulesoft, Java/Groovy• Direct experience with workflow and documentation management systems• Effective experience with 3rd party vendor products and integration• Proven, advanced development skills in the Microsoft/C#/.Net/MS-SQL Technology stack.• Experience with Java, Groovy, ReactJS, AngularJS and other web development and delivery technologies• Working knowledge of trust accounting systems, IRAs and alternative assets preferred • IRA/IRS rules and regulations knowledge and experience preferred. • Familiarity with Avoka and/or other Transaction Portal solutions• Experience with Salesforce and the Apex/Lightning Development environment• Experience with Active batch and/or other 3rd party scheduling systems
Compensation & Benefits
$133,000-$165,000 per year
Take the next step in your journey at Inspira Financial. You will help businesses and individuals thrive today, tomorrow, and into retirement. Become part of a company that is people centric and client obsessed in every interaction; a community of forward-thinking individuals focused on driving results to deliver our mission with an unwavering commitment to integrity. Join us as we strengthen and simplify the health and wealth journey -- relentlessly pursuing better outcomes for all. 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? Here at Inspira Financial, we believe there is no "perfect" candidate and want to encourage applying even if all the requirements listed aren't met. Our goal is to build an authentic workplace by valuing diversity in our candidates. We work to ensure that our team reflects the diversity of the businesses and clients we serve. We are always looking to expand our growing team with dynamic and enthusiastic individuals. If you enjoy a collaborative, fun environment that champions career development, Inspira Financial is the place for you! We look forward to receiving your application! Check out this Inspira Financial video to learn more about our company!
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 Director, Software Engineering will report to the Managing Director, Software Engineering in the Technology Department. This role is responsible for managing and supporting the people, projects, resources, applications, development and delivery related to the effective implementation of application solutions spanning all business and administrative areas.
This role will serve as the primary liaison between Technology and its client base by being the advocate to ensure that the provided services are at an exceptional standard. In addition, the role will be responsible for the identification and analysis (i.e. solutions alignment, cost justification/ROI, approvals and initial staffing/ resource requirements) of any business opportunities which require or could leverage Technology integration or development.
• Sustain knowledge and experience in Technology delivery to the supported client areas.• Align, formulate, validate, link, and implement 3 - 5-year plan for area of responsibility with total Technology and corporate vision.• Primary oversight and management of projects related to development initiatives.• Directly manage multiple concurrent projects, both simple and extremely complex• Ensure that the relevant governance and control processes are invoked and reflected for projects.• Define and establish benchmarks and quality measures for area of responsibility.• Participate in disaster recovery and contingency planning.• Ensure that Information Security Technology controls and processes are followed, architected, and tested throughout the entire lifecycle of development.• Effectively manage relevant 3rd party vendor relationships, while demonstrating excellent vendor management skills• Support and participate in the overall IT Governance structure, with specific emphasis on data architecture, application architecture, services integration, and quality/testing management.• Drive knowledge, component and service sharing into the team.• Focus on the implementation of cost-effective, extensible, and supportable solutions (whether 3rd party or bespoke)• Improve the stability and resiliency of all relevant production processes, as well as, instituting a robust support model addressing process/application failures.• Provide mentorship to the entire organization in application development and integration, ensuring that the material is properly tailored to the context of the recipient audience.• Institute a strong culture of collaboration, responsibility, learning and mentorship.• Work with internal sales and external clients to assess scalable process and data integration solutions.• Be an exceptional liaison with the business on potential initiatives and solution patterns.• Assist the Technology Department staff in projects.• Deliver presentations to internal staff and external 3rd parties.• As the primary liaison between Technology and the client:• Business/Technology opportunity (value added role):• Know the business and Technology.• Stay apprised of client business plan and direction.• Act as a technology visionary• Apply technology to business.• Gather defensive/offensive intelligence.• Provide consulting and guidance to corporate management on effective use of Technology. • Relationship Manager:• Understand the business.• Determine the right services for our clients.• Assess effectiveness.• Represent client's point of view.• Develop a good working rapport with client base with excellent communications.• Resource Integration:• Identify project team requirements and capital requirements.• Other duties as assigned.
Preferred Qualifications
Years of Experience: • 15+ years of experience . Degree: • Bachelor's Degree in Computer Science or related field . Certification: N/A . Skills & Abilities: • Key technologies include Web infrastructure, Content & Documentation Management Systems, Salesforce & Apex, Report-building, MS-SQL, MS Office, Database/Warehouse/OLAP, MS Development (C#, .Net) environment, SSRS, SSIS, Informatica, Mulesoft, Java/Groovy• Direct experience with workflow and documentation management systems• Effective experience with 3rd party vendor products and integration• Proven, advanced development skills in the Microsoft/C#/.Net/MS-SQL Technology stack.• Experience with Java, Groovy, ReactJS, AngularJS and other web development and delivery technologies• Working knowledge of trust accounting systems, IRAs and alternative assets preferred • IRA/IRS rules and regulations knowledge and experience preferred. • Familiarity with Avoka and/or other Transaction Portal solutions• Experience with Salesforce and the Apex/Lightning Development environment• Experience with Active batch and/or other 3rd party scheduling systems
Compensation & Benefits
$133,000-$165,000 per year
Inspira Financial Oak Brook, Illinois, USA Office
Our company is located in the heart of Oak Brook, IL, a suburb of Chicago, located about 19 miles west of the Chicago Loop (downtown Chicago).
What you need to know about the Chicago Tech Scene
With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.
Key Facts About Chicago Tech
- Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
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