Health & Benefits - Operations Compliance Specialist (Remote)

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
This role is responsible for overseeing and managing all aspects of Non-Discrimination Testing across assigned platforms. This role ensures compliance with IRS regulations by coordinating annual testing, validating data accuracy, identifying potential risks, and partnering with internal teams and clients to resolve testing issues.
The individual in this role leads the end-to-end testing process, maintains all related policies and procedures, provides guidance on regulatory requirements, and supports continuous improvement of testing workflows. This position is accountable for timely, accurate, and compliant test execution and acts as the primary subject-matter expert on Non-Discrimination Testing for both internal stakeholders and clients.

• Oversee the full Non-Discrimination Testing (NDT) program, ensuring all testing activities comply with IRS Section 125, 105(h), and applicable ERISA regulations.
• Maintain deep subject-matter expertise on NDT rules, regulatory updates, and compliance requirements.
• Develop, maintain, and update all NDT policies, procedures, and documentation.
• Ensure accurate, timely completion of annual testing cycles for all assigned clients.
• Collaborate with Account Management to support client inquiries and ensure alignment on testing timelines and deliverables.
• Participate in ongoing training and process improvement initiatives to enhance efficiency and member satisfaction.
• Demonstrate the integrity and discretion necessary to safeguard confidential data at all times, ensuring compliance with privacy standards and company policies during the normal performance of job duties.
• Other duties as assigned.

Typical schedule for this position is 8 a.m. CT to 5 p.m. CT.
Preferred Qualifications
Education & Experience:

• Associate's or Bachelor's degree preferred; equivalent experience considered.
• 3-5 years of experience in medical billing, insurance, or health services preferred.
• Knowledge of relevant state and federal regulations (Section 125, 105, 132; ERISA; HIPAA; FMLA; HSA; COBRA) is beneficial.
• Proficiency with computer systems and ability to learn new software quickly.

Skills & Abilities:

• Excellent analytical skills with a proactive approach to problem-solving
• Strong organizational skills and ability to meet deadlines consistently
• High attention to accuracy and efficiency in all tasks
• Proficiency in Microsoft Excel, Word, and Outlook
• Strong verbal and written communication skills
• Ability to prioritize and manage multiple tasks effectively
• Collaborative mindset with strong teamwork skills
• Eagerness to learn and apply new concepts quickly

Other Requirements:

• Prolonged periods of sitting at a desk and working on a computer
• Due to fluctuating workloads, the candidate may be requested to work overtime beyond standard business hours (after 5:00 PM) or on weekends (Saturday or Sunday).

Compensation & Benefits
$30.30/hr-$33.00/hr