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Assistant Payroll Manager

$30 - $33 per hour

The Midtown Group

Job Description

Assistant Payroll Manager – Remote (Must be Chicago Area)

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Location: Remote – Must reside within commutable distance to Chicago area.

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Pay Rate: $30–$33 per hour

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Job Type: Full-Time Contract | Potential for Long-Term Extension or Permanent Conversion

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Initial Contract: 3 Months

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Schedule: Monday–Friday | 40 Hours per Week

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About the Opportunity

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The Midtown Group is seeking an experienced Assistant Payroll Manager to support payroll operations for a well-established national organization.

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This is a primarily remote opportunity , but candidates must reside within commuting distance of Addison, IL 60101 , as occasional onsite attendance may be required for meetings, training, or business needs.

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The position begins as a three-month contract, with the potential to extend into a longer-term assignment or convert to a permanent position based on business needs and performance.

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We are looking for a hands-on payroll professional who understands the full payroll lifecycle, enjoys working with cross-functional teams, and can support complex payroll operations. This individual will work closely with the Payroll Manager, with the opportunity to take on additional responsibilities over time.

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Key Responsibilities

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  • Support accurate and timely biweekly payroll processing for 1,000+ employees across multiple states.
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  • Review employee payroll information, salary adjustments, benefits deductions, garnishments, and other payroll-related transactions.
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  • Work with Workday, ADP, Fidelity, and other payroll and benefits vendors to support payroll operations and ensure data accuracy.
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  • Collaborate with Human Resources, Accounting, employees, and external vendors to resolve payroll discrepancies.
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  • Ensure employee deductions and related vendor payments are accurate and processed on time.
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  • Review and support payroll-related general ledger postings, journal entries, and account reconciliations.
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  • Assist with employee expense reimbursements and payroll-related inquiries.
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  • Prepare payroll reports and provide information for management review.
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  • Support internal audits, compliance activities, and payroll process improvements.
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  • Help troubleshoot payroll system issues and coordinate resolutions with internal teams and external providers.
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  • Provide operational support and oversight as needed, with the potential to assume greater payroll management responsibilities.
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Qualifications

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  • 3–5+ years of hands-on payroll processing experience , preferably supporting mid-sized to large organizations.
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  • Strong understanding of full-cycle payroll processing, including biweekly payroll cycles.
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  • Workday experience strongly preferred.
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  • Experience with ADP and/or Fidelity is highly desirable.
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  • Knowledge of payroll deductions, benefits administration, garnishments, and multi-state payroll requirements.
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  • Understanding of general ledger accounting, payroll journal entries, and reconciliations.
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  • Experience researching and resolving payroll discrepancies.
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  • Strong Microsoft Excel skills and comfort working with payroll systems and reporting tools.
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  • Excellent organizational, analytical, and communication skills.
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  • Ability to work independently in a remote environment while collaborating with cross-functional teams.
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  • Previous payroll leadership, oversight, or process improvement experience is a plus.
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  • Familiarity with emerging technologies and AI productivity tools, such as Microsoft Copilot or Claude, is a plus.
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Industry experience is flexible! Candidates with strong payroll processing backgrounds across any industry are encouraged to apply.

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Work Arrangement

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This position is remote for the majority of the initial contract assignment , with occasional onsite attendance required based on business needs.

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Applicants must live within reasonable commuting distance of Addison, IL 60101. Candidates must be comfortable reporting onsite when requested.

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If the position converts to permanent employment, the hybrid schedule and onsite expectations may change.

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Why Consider This Opportunity?

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  • Competitive hourly pay of $30–$33/hour .
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  • Primarily remote work arrangement.
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  • Opportunity to support a large, multi-state payroll operation.
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  • Exposure to Workday, ADP, Fidelity, and additional enterprise payroll systems.
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  • Collaborative environment with opportunities to contribute to payroll process improvements.
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  • Potential for long-term contract extension or permanent employment.
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  • Opportunity to grow into additional payroll leadership responsibilities.
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Apply Today!

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If you're an experienced payroll professional with strong technical knowledge, excellent attention to detail, and a passion for ensuring payroll accuracy, we'd love to hear from you!

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Apply today to connect with The Midtown Group and learn more about this opportunity.

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The Midtown Group is an Equal Opportunity Employer. All qualified applicants will receive consideration without regard to any characteristic protected by applicable law.

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