Contractor Operations and Payroll Specialist

Location: Hybrid in Santiago, Chile, or fully remote for candidates outside Santiago; preferred location is Latin America with working hours aligned to ET or PT.

Company

hirify.global delivers AI-native agentic customer experience solutions for consumer and entertainment brands across retail, CPG, sports, and media.

What you will do

• Generate, issue, amend, renew, extend, and terminate contractor agreements while keeping records current and audit-ready.
• Collect and validate onboarding documentation, maintain contractor records in Deel and HiBob, and guide contractors through onboarding.
• Validate timesheets against contracts, rates, and approvals; translate approved hours into invoices and resolve variances.
• Prepare and release contractor payments across currencies and payment methods, including adjustments, off-cycle payments, and corrections.
• Manage payment funding across legal entities, forecast cash needs, prepare contractor journal entries, and support month-end close.
• Support contractors and agency partners, maintain process documentation, and improve workflows across contracting, invoicing, and funding.

Requirements

• 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, month-end close, and Finance reconciliations.
• Advanced spreadsheet skills, including VLOOKUPs and Pivot Tables; Google Sheets preferred, with the ability to reconcile large data sets accurately.
• Fluent spoken and written English and excellent communication skills for explaining contracts, deadlines, and payment issues.
• High attention to detail, a compliance and audit mindset, and discretion when handling confidential banking, tax, and compensation data.
• High ownership, proactive problem-solving, curiosity, and willingness to improve processes and adopt new tools.

Nice to have

• Experience with Deel, HiBob, or comparable global contractor platforms.
• Experience in professional services, agency, or consulting environments with large contractor populations.
• Experience paying across currencies and jurisdictions, with awareness of contractor classification and compliance risks.
• Hands-on experience using generative AI tools such as Claude to build or improve workflows, reporting, or process documentation.

Culture & Benefits

• Modern tools, systems, and approaches supporting delivery for international brands.
• Inclusive, safe, respectful, and equal-opportunity workplace.
• Training budgets and mentorship focused on Agentic AI and future-of-work skills.
• Generous vacation policy and customizable extended health and dental benefits.
• Flexible work arrangements spanning remote, in-office, and hybrid work.