Financed Contracts Billing and Collections Specialist

AHEAD; Chicago (IL); On-site; USD 60,000 - 90,000; Full time

Benefits offered by this job

Medical, Dental, and Vision Insurance

401(k)

Paid company holidays

Paid time off

Paid parental and caregiver leave

Job summary

AHEAD is seeking a Financed Contracts Billing and Collections Specialist to manage the billing, payment tracking, and reconciliation for customer-financed receivables. You will own the workflow from financing documentation through invoice submission and cash application, partnering with Finance, Financial Solutions, and leasing partners.

The role emphasizes organized, detail-oriented work with contract data, payments, and remittance information, ensuring accurate billing and timely collections

Qualifications

• 2–4 years of experience in accounts receivable, billing, collections, finance operations, or related environment.
• Experience managing invoices, payment schedules, aging balances, collection follow-up, and reconciliations.
• Strong attention to detail with contract, invoice, payment, and remittance information.
• Strong written and verbal communication for B2B payments.
• Working proficiency with Microsoft Excel or similar spreadsheets.
• Ability to manage deadlines and multiple items with discretion.
• Sound judgment on what to resolve and what to escalate.

Responsibilities

• Review financing documentation for completeness and accuracy.
• Maintain organized records for financed contracts and invoicing requirements.
• Prepare and submit invoices to leasing partners per contract terms.
• Track payment status, due dates, and funding milestones.
• Forecast leasing-partner payments and customer cash flows.
• Coordinate with Finance for billing questions and resolution timelines.
• Research unapplied cash or discrepancies and ensure traceability.

Skills

Accounts receivable

Billing

Collections

Finance operations

Lease administration

Contract administration

Attention to detail

Excel

Education

Accounting/Finance degree

Tools

ERP system

Billing platform

AR system

CRM

Cash‑application tool

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 business‑to‑business payment communications.

Key Responsibilities

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.

Qualifications

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 elevate.

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.

The compensation range indicated in this posting reflects the On-Target Earnings ("OTE") for this role, which includes a base salary and any applicable target bonus amount. This OTE range may vary based on the candidate's relevant experience, qualifications, and geographic location.

Why AHEAD

Through our daily work and internal groups like Moving Women AHEAD and RISE AHEAD, we value and benefit from diversity of people, ideas, experience, and everything in between.

We fuel growth by stacking our office with top‑notch technologies in a multi‑million‑dollar lab, by encouraging cross‑department training and development, sponsoring certifications and credentials for continued learning.

USA Employment Benefits include

• Medical, Dental, and Vision Insurance
• 401(k)
• Paid company holidays
• Paid time off
• Paid parental and caregiver leave
• Plus more! See benefits https://www.aheadbenefits.com/ for additional details.

Use of AI

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, assessing responses, or to capture recordings and create transcriptions or summaries during interviews. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans.

If you would like more information about how your data is processed, please refer to the Candidate Privacy Notice or contact us at [e-mail].

You may opt-out of the review or analysis of your application and resume by AI tools by using the General Application. Please include the role you wish to apply for in the Additional Information field. You may also choose to opt‑out of recording and transcription at any time, including after joining an interview. Candidates will not be penalized for choosing to opt‑out.