Contractor Operations and Payroll Specialist

About the role

APPLY, an Agentic Customer Experience partner for consumer and entertainment brands, is hiring a Contractor Operations and Payroll Specialist. The role covers contractor onboarding, timesheet validation, invoicing and payments, and acts as the main contact for contractors and agency partners. The position is hybrid or remote-friendly, with candidates based in Latin America, preferably in hours aligned to Eastern or Pacific time; those in Santiago, Chile can work from the Santiago office.

Key responsibilities

• Generate and issue contractor agreements and manage amendments, renewals, extensions and terminations, keeping records audit-ready
• Collect and validate onboarding documents, maintain contractor records in Deel and HiBob, and coach contractors to be work-ready on time
• Work with PMO and Finance to record timesheets accurately, validate hours against contracts and rates, and turn approved hours into invoices
• Prepare, review and release payments on schedule across currencies and payment methods, investigate inquiries and corrections, and fund payments across legal entities
• Prepare journal entries for contractors on the month-end close and improve contractor workflows
• Serve as the main point of contact for invoice and payment questions, maintain process guides and FAQs

Required profile

• 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
• Fluent spoken and written English and strong communication skills
• High attention to detail, compliance and audit mindset, and discretion with confidential data
• Nice to have: experience with Deel, HiBob or similar platforms, and experience paying across currencies and jurisdictions

Required skills

• Timesheet-to-invoice-to-payment workflow
• Journal entries, accruals, intercompany and multi-entity accounting, and month-end close
• Advanced spreadsheets (VLOOKUPs, Pivot Tables), preferably Google Sheets

What we offer

• Generous training budget and mentorship, including Agentic AI
• Customizable extended health and dental plan
• Flexible work arrangements, from remote to in-office
• Ample vacation time