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AHEAD
AHEAD
1,001 – 5,000 Employees
Artificial IntelligenceConsultingEnterprise
AHEAD is a technology consulting and systems-integration company helping enterprises modernize how they build, secure, and operate digital environments. Its work spans artificial intelligence, infrastructure, applications, data platforms, cloud, cybersecurity, and platform modernization, with services ranging from strategy and financial consulting through implementation, operations, and managed services. AHEAD also supports IT procurement and lifecycle management through AHEAD Hatch and hardware integration through AHEAD Foundry. The company works with major technology providers including AWS, Google Cloud, Microsoft, Cisco, Dell, VMware, NVIDIA, ServiceNow, Palo Alto Networks, and Rubrik, serving organizations in healthcare, financial services, manufacturing, retail, and the public sector. Its hiring context is oriented toward technology consulting, enterprise engineering, systems integration, and related delivery and operations roles.
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Contracts Billing and Collections Specialist – Chicago Hybrid

Manage billing, collections, reconciliations, and cash tracking for financed receivables supporting AHEAD’s digital transformation platforms. Coordinate invoices, payments, remittances, contract records, and financial exceptions.

USUnited StatesILIllinoisNJNew JerseyNYNew YorkWIWisconsin
$70,000 – $100,000 / year
HybridFull-timeJuniorMiddleNo degree requiredEnglish RequiredCollections

Description

  • Validate approved financing documents for completeness, accuracy, and transaction compliance
  • Organize records covering financed contracts, leasing partners, invoice requirements, payment schedules, remittances, and approvals
  • Verify all required documentation before billing or funding begins
  • Identify and direct missing, conflicting, or unclear contract and financial details
  • Prepare and send invoices and supporting billing documents to leasing partners
  • Monitor invoice acceptance, submission progress, funding milestones, due dates, and payment commitments
  • Partner with Financial Solutions Leads and Finance and Accounting teams to address billing questions
  • Keep billing status, assigned owners, next actions, and expected resolution dates current
  • Forecast leasing-partner payments, customer cash flows, and funding activity
  • Review aging balances, scheduled payments, overdue items, and unresolved invoice or remittance issues
  • Contact leasing partners about invoice progress, payment timing, remittance details, disputes, and overdue balances
  • Route customer billing and collection questions to the appropriate internal departments
  • Escalate risks, disputes, delays, and exceptions
  • Coordinate cash application with Finance and Accounting
  • Reconcile invoices, payments, remittances, funding activity, contract records, and internal financial data
  • Investigate unapplied cash, short payments, discrepancies, duplicate payments, and other exceptions
  • Produce reports on financed contracts, billing, collections, cash forecasts, payment status, and outstanding exceptions
  • Maintain trackers, schedules, aging reports, and supporting records for visibility and audit readiness
  • Assist with month-end close, cash forecasting, audit requests, and financial controls
  • Recommend workflow improvements and manage assigned matters through resolution

Requirements

  • Bring 2–4 years of experience in accounts receivable, billing, collections, credit and collections, finance operations, lease administration, contract administration, or a related field
  • Demonstrated experience with invoices, payment schedules, aging balances, collection follow-up, reconciliations, or financial records
  • Apply careful attention to detail when handling contract, invoice, payment, and remittance data
  • Communicate clearly in writing and conversation during professional business-to-business payment discussions
  • Use Microsoft Excel or a comparable spreadsheet application effectively
  • Manage recurring deadlines, multiple open matters, and detailed follow-up activities
  • Handle confidential financial and contract information discreetly
  • Use sound judgment to resolve issues independently and determine when escalation is appropriate

Benefits

  • Medical, dental, and vision insurance
  • 401(k) retirement plan
  • Paid company holidays
  • Paid time off
  • Paid parental and caregiver leave
  • Cross-functional training and development
  • Company-sponsored certifications and professional credentials
  • Access to a multimillion-dollar technology lab
  • Option to opt out of AI application and resume review, interview recording, and transcription without penalty

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