Invoice Jobs in Chicago, IL (NOW HIRING)

This role sits at the core of financial accuracy, operational integrity, and vendor trust. As transaction volumes scale and systems become more interconnected, the business requires disciplined ownership of the Procure-to-Pay lifecycle to ensure data precision, controlled spend, and timely financial reporting.
The P2P / Accounts Payable Analyst is responsible for identifying and resolving the friction points that create financial leakage-invoice discrepancies, mismatched contracts, missing transactions, and cross-system inconsistencies. Success in this role means clean books, predictable close cycles, minimized aged payables, and a finance organization that operates with confidence in its data.
This is a high-impact role for someone who thrives in complexity, understands how operational data connects to financial outcomes, and takes accountability for solving issues at their root-not just processing transactions.What you'll do1. Execute end-to-end Procure-to-Pay operations

• Own invoice processing across PO and non-PO workflows, ensuring accuracy, timeliness, and compliance with internal controls
• Manage invoice capture, approval routing, and validation across high-volume environments
• Ensure financial transactions are properly recorded and aligned with contractual and operational inputs
• Partner with Procurement and Operations to maintain alignment across purchasing and payment processes

2. Resolve discrepancies and drive exception management

• Investigate and resolve invoice discrepancies including pricing variances, quantity mismatches, and duplicate billing
• Analyze PO exceptions, unmatched invoices, and approval workflow breakdowns
• Own invoice exception tracking, escalation, and resolution to protect payment accuracy and timing
• Perform root cause analysis on recurring issues and implement corrective actions

3. Lead reconciliations and ensure data integrity

• Perform vendor statement reconciliations to identify missing invoices, unapplied credits, and outstanding liabilities
• Analyze AP aging to resolve overdue balances and ensure accurate liability reporting
• Conduct cross-system reconciliations across ERP, settlement platforms, and operational systems
• Validate financial data to ensure integrity across accounting and operational reporting

4. Support financial close and reporting accuracy

• Contribute to month-end close with reconciliations, accrual support, and variance analysis
• Identify and resolve reconciling items to ensure timely and accurate close cycles
• Perform financial variance analysis and provide clear explanations tied to operational activity
• Support internal and external audit processes through documentation and data validation

5. Improve systems, processes, and automation

• Identify inefficiencies in P2P workflows and drive process standardization
• Partner with Finance and IT to enhance ERP and invoice processing systems
• Develop scalable solutions to reduce manual intervention and improve throughput
• Implement controls and process improvements that prevent errors upstream

5. Ensure contract compliance and financial accountability

• Review vendor invoices against contracts, lease agreements, and service terms
• Validate settlement deductions, maintenance expenses, and operational charges
• Ensure alignment between contractual pricing and recorded financial transactions
• Flag inconsistencies that impact cost recovery, expense accuracy, or financial reporting

What you bring

• 2-3 years of experience in Procure-to-Pay, Accounts Payable, Accounting, Finance, or a related function
• Bachelor's degree in Accounting, Finance, Business Administration, or related field preferred
• Strong experience with PO-based (2-way match) and non-PO invoice processing environments
• Demonstrated ability to perform complex reconciliations and resolve financial discrepancies
• Experience working across multiple systems (ERP, settlement platforms, operational databases)
• Proficiency in financial systems such as SAP, AS400, Concur, Coupa, or similar tools
• Working knowledge of month-end close processes, accruals, and audit support
• Strong analytical mindset with the ability to interpret financial and operational data together
• Excellent communication skills with the ability to collaborate cross-functionally
• High attention to detail with the ability to manage competing priorities in fast-paced environments
• Preferred: experience with cross-system reconciliation involving driver settlements, transportation systems, or operational finance data

How you operate

• You think in systems, not isolated transactions
• You own outcomes and follow issues through to resolution
• You proactively identify risks instead of reacting to errors
• You move with urgency but maintain precision and control
• You challenge inconsistencies with data-backed insights
• You communicate clearly across Finance, Operations, and Procurement
• You simplify complexity and build repeatable, scalable processes
• You hold a high standard for accuracy, accountability, and follow-through

About Roadrunner

We're not just moving freight; we're reimagining long-haul shipping. Our Smart Network offers more direct long-haul metro-to-metro routes than any other nationwide LTL carrier in the United States, with service extending into Canada and Mexico and terminals across 40+ metro markets. Powered by AI and machine learning, our operations platform ensures real-time tracking, custodial control, and full shipment visibility. With driver teams executing over-the-road (OTR) moves - and no freight moving on rail - customers experience industry-leading transit times, minimal rehandling, and dramatically reduced risk of loss or damage.

Our 900+ owner-operators benefit from scheduled freight, fewer touches by design, consistent long-haul density, and a differentiated metro-to-metro model that creates predictable earning opportunities.

This precision and performance have earned Roadrunner national recognition by over 3,000 shippers, and was ranked this year #1 in Operations, #1 in Technology, and #1 in Value in the Quest for Quality Awards, as well as honors as a Top 100 Trucking Company by Inbound Logistics and a Top Tier Service Carrier by Mastio.

We're growing fast. Roadrunner is building something special with great people, a winning culture and a differentiated service offering in the marketplace. Join us today to grow your career!

We Run Safe. We Run Smart. We Run Together.

Compensation & Setup

• Pay: $65,000 base salary
• Location: Hybrid - Downers Grove, IL
• Benefits: Full benefits package including medical, dental, vision, 401(k), and paid time off

Physical Demands and Work Environment

The physical demands and work environment described here are representative of those an employee encounters while performing the essential functions of this position. Reasonable accommodations may be made to enable qualified individuals with disabilities to perform the essential functions.

Physical Demands

• Moderate physical activity performing non-strenuous daily activities of an administrative nature.
• While performing the duties of the job, the employee is regularly required to sit, reach/handle items, work with the fingers, and talk and hear others in conversations via the phone or in person. The employee is occasionally required to stand, walk, stoop, kneel, climb or balance and lift objects up to 50 lbs.

Work Environment

• The noise level is moderate based on general conversation tones, ringing phones and laser printer operation.
• Work in well-lighted, heated and/or air-conditioned indoor office setting with adequate ventilation.

* The above statements reflect the general details necessary to describe the principal functions of the position and are not intended to be all inclusive. The position and any of the requirements listed above are subject to change at any time according to the changing needs of the company.

* Roadrunner is an Equal Opportunity Employer and prohibits discrimination and harassment of any kind.

* We will not accept unsolicited candidates from external recruiters or recruiting agencies. Thank you!

#LI-HybridDowners Grove, IL