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Collections Specialist (Remote)

Inspira Financial
Oak Brook, IL Remote Full Time
POSTED ON 10/25/2026
AVAILABLE BEFORE 12/1/2026
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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. Serving more than 7 million clients and representing over $62 billion in assets, Inspira partners with thousands of employers, plan sponsors, recordkeepers, TPAs, and other institutional partners to help the people they support plan, save, and invest for a brighter future. Through solutions including automatic rollover services, health savings accounts, emergency savings, and custody services, Inspira is focused on delivering better outcomes for all. Learn more at inspirafinancial.com.

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.

Our growth and culture haven't gone unnoticed; we've been recognized on Crain's Fast 50 and Inc. 5000 for remarkable growth, and named to Built In's 2025 Best Places to Work and Gallagher's 2022 Best-In-Class Employer for our workplace culture and benefits.

Don't meet every single requirement? That's okay. We know growth comes from people who are willing to learn and challenge themselves, not just check every box. If you're energized and inspired by meaningful work, continuous development, and being part of a team that turns collective effort into real impact, we want to hear from you. We look forward to receiving your application.

Our office locations are designed to bring people together, foster collaboration, and build meaningful connections. While some roles are aligned to a specific office location, work arrangements and role locations may change over time to support business and team needs. Relocation assistance is not provided, whether for the initial move or for future changes in work location or role.

Remote Eligibility: At the time of hire, candidates for remote positions must reside in one of the following states: AL, AZ, CT, DE, FL, GA, IA, IL, IN, KY, MA, MI, MN, MO, NC, NE, NJ, NV, OH, OK, PA, RI, SC, TN, TX, UT, VA, VT, WA, WI, WV.

Job Summary & Responsibilities

The Collections Specialist will report to the Manager of Funding Operations in the H&B Operations Department. This role is responsible for performing funding collections outreach for plan sponsors who have missed or insufficient funding payments across pre-tax benefit platforms including CBAS, Panda, and First Dollar. The Collections Specialist conducts and interprets plan funding reconciliations, manages collections trackers, and works directly with plan sponsors to recover outstanding balances. The ideal candidate will have strong communication and negotiation skills, a mind for problem-solving, and the ability to apply critical thinking to funding reconciliation and collections work.

  • Conduct, interpret, and digest plan funding reconciliations across pre-tax benefit platforms to identify outstanding balances owed
  • Create and manage a collections tracker of plan sponsors who have missed funding payments, organized by severity of delinquency
  • Assist Reconciliation Specialists with performing and updating plan funding reconciliations across pre-tax benefit platforms as needed
  • Make outbound contact to inform plan sponsors of overdue amounts and attempt to collect funds owed utilizing data from funding audits
  • Negotiate payment plans with plan sponsors to eliminate debt in a manner manageable for the plan sponsor when necessary
  • Provide weekly updates on collection efforts and results to the Manager of Funding Operations
  • Collaborate closely with the Manager, Team Lead, account managers, and at times their managers to develop strategies for collecting outstanding balances and determine when further action is necessary
  • Maintain a high level of attention to detail and excellent record keeping ensuring conversations and expectations of payment are documented
  • Create and maintain written operating procedures related to assigned functions
  • Communicate and utilize sound judgment to escalate issues that may require intervention of the Manager
  • Perform other duties as assigned

Preferred Qualifications

Education and Experience:

  • 2 years of accounting, collections, or audit experience
  • Bachelor's degree or equivalent experience

Skills And Abilities

  • Knowledge of HSA, FSA, HRA, Commuter, and other Inspira H&B products
  • High level of customer service skills and a mind for problem-solving to work with plan sponsors in resolving outstanding balances
  • Strong verbal, active listening, and phone communication skills
  • Ability to communicate effectively and in a professional manner
  • Negotiation and persuasion skills to create payment plans that eliminate debt in a manner manageable for the plan sponsor
  • Moderate to advanced Microsoft Excel skills including the ability to manage and analyze large data sets
  • Must have a proven track record of success producing results and exhibit positive and collaborative behaviors
  • Detail-oriented with the ability to multi-task in a fast-paced environment
  • Demonstrates critical thinking and decision-making skills
  • Ability to pick up new things quickly, able to manage time wisely, be flexible and work well within a team environment

Other Requirements

  • Ability to work overtime
  • Prolonged periods of sitting at a desk and working on a computer

Pay Range

$20.45/hr-$24.00/hr

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.

Salary : $20 - $24

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