Reconciliation Specialist (Hybrid-Oak Brook, IL)

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Chicago, IL, USA
In-Office
21-62 Hourly
Fintech
Inspira Financial's innovative financial wellness solutions help people plan, save, and invest.
The Role
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 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
  • Obtain the appropriate reports from the trust accounting system for reconciling daily
  • Analyze and reconcile the various bank account balances and activity to the trust accounting system balances and activity daily
  • Contact internal clients as necessary to obtain required documentation for reconciling
  • Maintain all reconciling documentation in a secure location for retention.
  • Obtain the positive pay file from the check printing solution daily
  • Notify each department of current reconciling items assigned to them for review and adjustment to ensure timely correction
  • Maintain and follow-up with clients as needed on any outstanding checks awaiting negotiation
  • Obtain cleared check copies as requested
  • Ensure that all processing consistently meets established service levels, policies, and procedures and complete with a high degree of accuracy
  • Record important notes within the client account portal
  • Record supporting documentation in the client account file
  • Manage and distribute departmental incoming mail as received
  • Manage department email boxes, including e-fax
  • Manage client inquiries within the Customer Relationship Management Services software
  • Respond to incoming and outgoing communications, including emails, phones, and faxes
  • Effectively communicate and utilize sound judgement to escalate issues that may require intervention of the manager
  • Assist in the development and revision of policies and procedures with emphasis on internal controls
  • Other duties as assigned

Typical schedule for this position is Monday to Friday, 8 a.m. CT to 5 p.m. CT; overtime as needed, including occasional weekends.
Preferred Qualifications
Education & Experience:
  • 1-3 years of experience in Accounting, Banking, Finance or related field
  • Bachelor's Degree Business, Finance, Accounting, or equivalent preferred

Skills & Abilities:
  • Minimum 1 year of experience in financial reconciliation, bookkeeping, and fact-checking.
  • Deep understanding of financial controls and reconciliation processes.
  • Preferred experience with trust accounting systems, IRAs, and alternative assets.
  • Experience with accounting software such as QuickBooks and Oracle.
  • Familiarity with internal control frameworks.
  • Strong attention to detail with proven analytical and problem-solving capabilities.
  • Demonstrated ability to meet strict departmental service levels while balancing complex reconciliation and ancillary tasks.
  • Proficient in Microsoft Excel (including advanced formulas), Word (including mail merge), and Outlook.
  • Ability to type, enter data, and perform tasks quickly and accurately.
  • Effective communicator with strong verbal and written communication skills.
  • Capable of managing incoming/outgoing communications and client inquiries professionally.
  • Self-motivated and proactive with the ability to work independently in a fast-paced environment.
  • Committed to delivering high-quality service and maintaining accuracy under pressure.
  • Familiarity with IRA/IRS rules and regulations preferred

Other Requirements:
  • Infrequent travel
  • Must have access to personal transportation as needed
  • Prolonged periods of sitting at a desk and working on a computer

Compensation & Benefits
$21.00/hr-$25.00/hr

What the Team is Saying

Hugh
Rachel Nielsen
Albert
Rebecca Karnoscak
Lauren Schulz
Oliver Siafa

Inspira Financial Compensation & Benefits Highlights

  • Retirement Support Employer 401(k) match is characterized as competitive, with a three‑year full vesting schedule that supports long‑term savings.
  • Flexible Benefits The menu includes HSAs/FSAs, a company student‑loan contribution, commuter and pet insurance options, and remote‑friendly work, offering meaningful choice to tailor total rewards.
  • Leave & Time Off Breadth PTO is paired with 10 paid holidays and dedicated volunteer time off, and certain positions are offered unlimited PTO.

Inspira Financial Insights

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The Company
HQ: Oak Brook, IL
1,805 Employees
Year Founded: 2000

What We Do

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.

Why Work With Us

Inspira Financial is a leading financial services company offering specialized financial wellness solutions to employers, institutions, advisors, and individuals.

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