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SterlingtonPosted 3 weeks ago

Senior Collections Specialist

On-siteSan José, San José, Costa Rica

Full TimeSenior LevelSmallLegal Services

Job Summary

Own collections end-to-end for assigned client accounts, following up on overdue invoices by phone and email while negotiating payment plans and documenting commitments. Resolve billing questions and disputes by working closely with billing, accounting, sales, and client services teams. Monitor AR aging, flag collection risks, and produce weekly collections priority lists that feed directly into cash-flow forecasting. Apply and reconcile payments accurately, validate payment applications, and prepare data-backed write-off recommendations. Serve as the main point of contact for partner-level escalations and maintain the Collections Playbook. Full-time independent contractor role supporting US Eastern Time hours.

Required Qualifications

  • 5+ years of experience in collections, accounts receivable, or a related finance role
  • Strong communication skills (English C2 or near-native/native) and the ability to handle difficult payment conversations professionally
  • Detail‐oriented, organized, and comfortable managing multiple accounts at once
  • Solid understanding of AR processes, invoicing, and payment applications
  • Experience using accounting or ERP systems
  • Proficiency in Excel and basic financial reporting
  • Reliable, persistent, and accountable—someone who follows through and gets results
  • Comfortable using AI‐enabled tools, automation, or technology to improve collections workflows, reporting accuracy, and follow‐up efficiency

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