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Financed Contracts Billing and Collections Specialist

AHEAD builds platforms for digital business. By weaving together advances in cloud infrastructure, automation and analytics, and software delivery, we help enterprises deliver on t

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Thinkahead Chicago, Chicago, Illinois · New York, New York, Jersey City, NJ, Milwaukee, Wisconsin Source published Sep 21, 2026 Verified 21 hours ago
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EmploymentFull Time

Overview

AHEAD builds platforms for digital business. By weaving together advances in cloud infrastructure, automation and analytics, and software delivery, we help enterprises deliver on t

Full job description

AHEAD builds platforms for digital business. By weaving together advances in cloud infrastructure, automation and analytics, and software delivery, we help enterprises deliver on the promise of digital transformation.

At AHEAD, we prioritize creating a culture of belonging, where all perspectives and voices are represented, valued, respected, and heard. We create spaces to empower everyone to speak up, make change, and drive the culture at AHEAD.

We are an equal opportunity employer, and do not discriminate based on an individual's race, national origin, color, gender, gender identity, gender expression, sexual orientation, religion, age, disability, marital status, or any other protected characteristic under applicable law, whether actual or perceived.

We embrace all candidates that will contribute to the diversification and enrichment of ideas and perspectives at AHEAD.

The Financed Contracts Billing and Collections Specialist manages the billing, payment tracking, collections, reconciliation, and cash-application activities associated with customer-financed receivables. This role owns the operational flow from approved financing documentation through invoice submission, payment follow-up, reconciliation, and funding or cash application. The specialist works closely with AHEAD’s Finance and Accounting Department, Financial Solutions Group, Financial Solutions Leads (FSLs), and leasing partners to ensure that financed transactions are billed accurately, payments are collected on time, records remain complete and traceable, and exceptions are resolved through the appropriate financial channels. This is a hands-on role for a highly organized, detail-oriented professional who is comfortable working with contract and financial data and confident managing professional businessto-business payment communications.

Financing and Contract Administration • Review approved financing documentation for completeness, accuracy, and alignment with transaction requirements. • Maintain organized records for financed contracts, leasing partners, invoice requirements, payment schedules, remittance information, and related approvals. • Confirm that required documentation is complete before billing or funding activity proceeds. • Identify missing, inconsistent, or unclear contract and financial information and route exceptions to the appropriate AHEAD department or partner. Leasing-Partner Contract Billing • Prepare and submit accurate invoices and billing documentation to leasing partners in accordance with contract terms and partner requirements. • Track invoice acceptance, submission status, funding milestones, due dates, and payment commitments. • Coordinate with Financial Solutions Leads and internal Finance and Accounting stakeholders to resolve billing questions and prevent avoidable delays. • Maintain a clear record of billing status, required next steps, owners, and expected resolution dates. Payment Forecasting and Collections • Maintain reliable forecasts for expected leasing-partner payments, customer-related cash flows, and funding activity. • Monitor aging balances, scheduled payments, overdue items, and unresolved invoice or remittance issues. • Conduct timely, professional follow-up with leasing partners regarding invoice status, payment timing, missing remittance details, disputes, and past-due balances. • Coordinate customer-related questions and collection matters through the appropriate AHEAD departments and maintain ownership through resolution. • Escalate risks, disputes, delays, and exceptions based on established financial controls and business impact. Cash Application and Reconciliation • Coordinate customer and financier cash application activities with Finance and Accounting. • Reconcile invoices, payments, remittances, funding activity, contract records, and internal financial data. • Research unapplied cash, short pays, discrepancies, duplicate payments, and other exceptions. • Ensure that reconciliations are documented, traceable, and completed within required reporting or close timelines. Reporting and Process Improvement • Prepare accurate and efficient financial reporting related to financed contracts, billings, collections, cash forecasting, payment status, and open exceptions. • Maintain trackers, schedules, aging views, and supporting documentation needed for operational visibility and audit readiness. • Support month-end close, cash forecasting, audit requests, and financial-control activities as requested. • Identify opportunities to improve billing, collections, reconciliation, reporting, and financial-control workflows. • Maintain clear ownership of every assigned invoice, balance, commitment, and next step until the item is resolved.

Required Qualifications • 2–4 years of experience in accounts receivable, billing, collections, credit and collections, finance operations, lease administration, contract administration, or a related environment. • Experience managing invoices, payment schedules, aging balances, collection follow-up, reconciliations, or financial documentation. • Strong attention to detail and the ability to work accurately with contract, invoice, payment, and remittance information. • Strong written and verbal communication skills for professional business-to-business payment conversations. • Working proficiency with Microsoft Excel or a comparable spreadsheet tool. • Ability to manage recurring deadlines, multiple open items, and detailed follow-up requirements. • Ability to handle confidential financial and contract information with discretion. • Sound judgment about what to resolve independently and what to escalate. Preferred Qualifications • Experience working with leasing companies, financing partners, equipment finance, vendor finance, or structured commercial transactions. • Familiarity with financed contracts, lease schedules, funding packages, residuals, payment terms, invoice acceptance, or remittance processes. • Experience with an ERP, billing platform, accounts-receivable system, collections platform, CRM, or cash-application tool. • Experience supporting cash forecasting, month-end close, audit requests, or financial reporting. • College coursework or a degree in accounting, finance, business, or a related field. • Experience improving billing, collections, reconciliation, reporting, or financial-control workflows.

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