Sr. Specialty Operations Associate

Post Date

Nov 21, 2025

Location

Chicago,
Illinois

ZIP/Postal Code

60661
US
Feb 03, 2026 Insight Global

Job Type

Contract-to-perm

Category

Accounting / Finance

Req #

CHI-1d8aab36-d3cd-4f7a-89fa-82377415ae43

Pay Rate

$19 - $24 (hourly estimate)

Job Description

As a Sr. Specialty Operations Associate (Accounting Concentration), you will manage the daily financial operations for assigned clients, ensuring accuracy, consistency, and integrity across all accounting processes and records. This role includes overseeing accounts payable/receivable, remittance processing, cash reconciliation, system validations, and variance analysis for clients’ accounts. You will collaborate across teams to manage refunds, address payment discrepancies, data analysis, and support ad-hoc initiatives – balancing strong internal controls with the agility and bswift missions and values.

Key Responsibilities:
• Daily Cash Flow Reconciliation & Month-End Close
Analyze data from multiple financial systems, reconcile cash flows with bank statements, and resolve/document variances on a daily basis. Complete the month-end close with close to zero errors by the due date.
• Payment Posting & Client Remittance
Ensure payments are accurately validated and posted promptly. Review remittance reports and initiate client payments with precision.
• Refunds & Outstanding Items
Process both standard and off-cycle refunds. Monitor and track the outstanding checks.
• Bookkeeping & Accounting Reporting
Prepare and document essential accounting reports such as Aging, Roll-forwards, and general ledger summaries.
• Inquiry Management
Respond to internal and external billing/payment inquiries efficiently and accurately.
• Internal Control Oversight
Uphold rigorous controls for every process you own. Develop and contribute to process adherence and audit readiness.
• Collaboration with Client Services
Partner closely with Client Services and cross-functional teams to support clients, share timely updates, and strengthen relationships.
• Continuous Process Improvement
Drive workflow enhancements, streamline procedures, and maintain up-to-date documentation to support operational excellence.

We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day. We are an equal opportunity/affirmative action employer that believes everyone matters. Qualified candidates will receive consideration for employment regardless of their race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please send a request to HR@insightglobal.com.To learn more about how we collect, keep, and process your private information, please review Insight Global's Workforce Privacy Policy: https://insightglobal.com/workforce-privacy-policy/.

Required Skills & Experience

• 3 years in accounting operations, with solid exposure to reconciliations, AR/AP, cash management, remittance, billing, and bookkeeping
o Proficient in GAAP principles; experience with internal controls and audit preparation.
• Advanced proficiency in Microsoft Excel, including V-Lookup and Pivot Tables, with strong data analysis skills (QuickBooks or NetSuite)
• Experience with internal controls processes
• Independent learner

Benefit packages for this role will start on the 31st day of employment and include medical, dental, and vision insurance, as well as HSA, FSA, and DCFSA account options, and 401k retirement account access with employer matching. Employees in this role are also entitled to paid sick leave and/or other paid time off as provided by applicable law.