Contractor Operations and Payroll Specialist

Apply Digital

. Generate and issue contractor agreements for individual contractors and third-party agency contractors .

Posted 11/9/2026full-timeSantiago • ChileMid-LevelSeniorWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in contractor management, including generating contracts, managing the contractor lifecycle, and ensuring accurate invoicing and payments. Proficient in financial reconciliations, journal entries, and maintaining compliance across multi-country operations.

Highest-signal resume keywords

Contractor Lifecycle ManagementTimesheet-To-Invoice-To-Payment WorkflowsAdvanced Spreadsheet SkillsFluent English CommunicationExperience With Deel And HiBob

ATS Keywords

Tailor your resume

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills

Contract GenerationContract Amendments ManagementJournal EntriesAccrualsIntercompany AccountingMonth-End CloseData ReconciliationVLOOKUPPivot TablesGenerative AI Tools

Soft Skills

Excellent CommunicationHigh Attention To DetailDiscretionProactive MindsetEmpathy

Tools & Technologies

DeelHiBobGoogle Sheets

Industry Keywords

PayrollAccounts PayableContractor ManagementMulti-Country WorkforceProfessional ServicesAgencyConsultingContract ClassificationCompliance Risks

About the role

Key responsibilities & impact

Generate and issue contractor agreements for individual contractors and third-party agency contractors
Collaborate with legal counsel, PMO, and the contractor management vendor when necessary
Manage contract amendments, renewals, extensions, and terminations
Keep contract records current and audit-ready
Collect and validate onboarding documentation
Maintain contractor records in Deel and HiBob
Coach contractors through onboarding processes so they are work-ready on time
Partner with PMO and Finance to ensure contractor timesheets are accurate and timely
Validate hours against contracts, rates, and approvals
Translate approved contractor hours into accurate invoices and resolve variances
Prepare, review, and release contractor payments on schedule across currencies and payment methods
Investigate payment inquiries and process adjustments, off-cycle payments, and corrections
Manage contractor payment funding across legal entities and forecast cash needs before pay runs
Prepare contractor journal entries for month-end close
Identify and implement workflow improvements to reduce manual effort and errors
Serve as primary contact for contractors and agency partners regarding invoices and payment questions
Respond to inquiries and escalations with accuracy, empathy, and discretion
Escalate complex or sensitive cases appropriately
Maintain current process guides and FAQs for contractors and project managers

Requirements

What you’ll need

3+ years of experience in payroll, accounts payable, or contractor management with a multi-country workforce
Hands-on experience generating contracts and managing the contractor lifecycle
Strong understanding of timesheet-to-invoice-to-payment workflows
Working knowledge of journal entries, accruals, intercompany and multi-entity accounting, and month-end close
Comfortable partnering with Finance on reconciliations
Advanced spreadsheet skills, including VLOOKUPs and Pivot Tables, preferably Google Sheets
Ability to accurately reconcile large data sets
Fluent spoken and written English
Excellent communication skills and ability to explain contracts, deadlines, and payment issues clearly
High attention to detail and a compliance and audit mindset
Discretion handling confidential banking, tax, and compensation data
High-ownership, proactive mindset and curiosity to improve processes and adopt new tools
Experience with Deel, HiBob, or comparable global contractor platforms preferred
Experience in professional services, agency, or consulting environments with a large contractor population preferred
Experience paying across currencies and jurisdictions and awareness of contractor classification and compliance risks preferred
Hands-on experience using generative AI tools such as Claude preferred

Benefits

Comp & perks

Agentic Delivery: opportunities to broaden skills across engagements with international brands
Inclusive and safe work environment
Generous training budgets and mentorship focused on Agentic AI expertise and future-of-work human skills
Generous vacation policy
Customizable extended health and dental plan
Flexible work arrangements, including remote, in-office, or blended work
Equal opportunity and inclusive workplace commitment