Support Specialist (Chat, Emails, Calls) Remote

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 position is responsible for partnering closely via verbal or written communications with members who reach our contact center. The role provides valuable support, education, and direction on products like Flexible Spending Accounts (FSA), Healthcare Savings Accounts (HSA), Health Reimbursement Accounts (HRA) and commuter benefits. This role requires the candidate to handle high call, email and chat volume daily. The role also assumes the primary responsibility of interacting with all the necessary internal Inspira departments to resolve member requests or answer any inquiries related to their account activity. The individual in this position develops, strengthens, and maintains a positive relationship with our members and firm associates.
Duties & Responsibilities:

• You will be responsible for helping members understand how their Inspira Financial accounts work. When someone calls with questions, you will provide friendly, knowledgeable, and helpful service, ensuring every caller feels supported. You will explain account benefits and policies so accountholders can confidently understand and make the most of their individual plans.
• You will be responsible for ensuring all work is compliant with all internal quality assurance standards and technical policies and programs
• You will utilize digital tools and assistance to guide you through your interactions, which include knowledge management systems, digital workflows, and performance dashboards.
• You will be committed to providing the highest level of service to each caller, treating them with empathy, understanding, and respect.
• Consult with member to support easy navigation of the available online tools and apps, for actions like checking account balance, distributions, and submitting claims.
• Accountable for resolving issues without management intervention to remove barriers for the accountholder.
• Respond and resolve incoming and outgoing accountholder emails, chats, and voice calls.
• Showcase alignment with our company values in every interaction with accountholders and team members
• Accountable to protect sensitive member information with discretion and adhere to all compliance rules and regulations
• Responsible for all levels of member engagement, while prioritizing effectively meeting member service goals / deadlines.

Work Hours: Monday-Friday with a variety of shifts available between 7:00 AM and 7:00 PM CT. Preferred shifts are assigned based on availability and on a first-come, first-served basis.
Training Start Date: Monday, September 7th, 2026 (subject to change due to business needs)

• Attendance is mandatory during the training period of this position (training is paid, PTO accrues while in the training period; however, PTO cannot be taken during the training period of this position).
• Training Hours: Monday-Friday, 7:00AM - 3:30PM CT.
• Training is six weeks. There is a product exam at the end of training. A passing score of 85% is required to continue to hold this position.

If offered the position, equipment will be provided. Equipment that will be provided are: docking station (x1), headset (x1), keyboard (x1), laptop (x1), monitor (x2), and mouse (x1).
Internet speed requirements:

• Upload Speed: >20 Mbps
• Download Speed: >100 Mbps
• Must be able to hardwire ethernet cable to internet modem/router.

This position requires a quiet, distraction-free work environment without any conflicting responsibilities during the scheduled shift.
Preferred Qualifications
Education & Experience:

• 2+ years of experience in Customer Service in a call center environment
• No degree required

Preferred Education: Bachelor's Degree or 1-3 years of direct H&B experience
Skills & Abilities:

• Energetic client service focused individual who is accountable and reliable
• Able to learn and retain information while using a digital workflow to navigate the interaction and tools
• Able to connect with accountholders on a human level and assist them as needed with patience and empathy
• Can work in a fast-paced environment, taking up to 50 calls per day
• Possesses strong written, keyboarding, and verbal communication skills
• Able to apply relationship building skills to internal and external clients
• Has strong computer aptitude, keyboarding skills of 50+ WPM; proficient in Microsoft suite of products
• Strong problem-solving skills and ability to multi-task, and ability to navigate several systems simultaneously to support servicing the accountholder.
• Proactive approach to resolving issues.
• Active Listening Skills
• Is detail-oriented, organized, and dependable
• Possess a cheerful attitude and be able to perform well in a collaborative team environment

Compensation & Benefits
$18.50/hr (non-negotiable)