Jobs and Careers
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Senior  Collections Specialist

Sterlington
San José, Costa Ricafull_timeVerifiedPosted 19 Aug 2026

About the role

Position Title: Senior Collections Specialist  

Contract:Full-time, Independent Contractor 

Posting Jurisdictions:To support US Eastern Time working hours   

Our Firm: 

Sterlington PLLC is a full-service law firm focusing on complexcorporate, litigation, executive compensation, and private wealth matters. As a firm, we focus on theeconomicas well as the legal aspects of our matters. 
Among other strengths, Sterlington is the ultimate law firm for founders, senior executives, and UHNWIs as well as their related businesses. 

Learn more at:www.sterlingtonlaw.com/ 

 

The Opportunity 

This role is a great fit for someone who enjoys owning the collections process and making a direct impact on cash flow. As a Collections Specialist, you’ll be the primary point of contact for customers on outstanding balances, working proactively and professionally to resolve issues and secure timely payments. You’ll partner closely with internal teams to address billing questions, keep accounts accurate, and improve collections processes over time. It’s a hands-on, visible role where persistence, communication, and attention to detail truly matter.  

 

WhatYou’llDo: 

  • Own collections endtoend for assigned client accounts, following up on overdue invoices by phone and email  
  • Make outbound collections calls (this is not an emailonly role) and handle payment conversations professionally  
  • Negotiate payment plans when needed and document commitments with clear followup  
  • Monitor AR aging and proactively flag collection risks before balances escalate  
  • Resolve billing questions and disputes by working closely with billing, accounting, sales, and client services  
  • Apply and reconcile payments, credits, and adjustments accurately  
  • Maintain clear, wellorganized records of all collection activity and client communications  
  • Support monthend close by keeping AR balances accurate and up to date  
  • Take full ownership of the AR aging report, updating and analyzing it weekly  
  • Produce and share a weekly collections priority list for the team  
  • Track payment promises and flag broken commitments for escalation  
  • Prepare weekly collections updates that feed directly into cashflow forecasting  
  • Analyze client payment behavior (daystopay, trends, early warning signals)  
  • Monitor AR concentration risk across clients and partner books  
  • Prepare databacked writeoff and reserve recommendations  
  • Serve as the main point of contact for partnerlevel collections escalations, following firm guidelines  
  • Own and maintain the Collections Playbook and suggest improvements over time  
  • Provide feedback to billing on recurring invoice issues and rejection patterns  
  • Track client retainer balances and flag low retainers ahead of billing cycles  
  • Validate payment application by crosschecking bank activity, aging, and client conf

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Company

Sterlington

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