Head of Global Talent Operations (Remote, Costa Rica)

About the role

Trolley, a fast-growing remote creative operations company, is hiring a full-time contractor to own its global talent operations function for a client program, end to end: team, systems, tools, financial performance and service delivery. The role reports to the CEO, works remotely, requires 6 hours of overlap with Pacific Time and pays $5,000 to $6,000 USD per month. It does not involve sourcing or interviewing candidates in volume.

Key responsibilities

• Own the unit's P&L, budget, forecast and cash view, with monthly budget-versus-actual reporting and a healthy margin on a $2.5M to $5M annual workforce cost.
• Build a workforce plan and hiring calendar agreed with client leaders, delivering about thirty hires over six to seven months.
• Manage the Account Manager, the Administrator and a pool of recruiters, set pay on accepted shortlists and retained hires, and release them when standards are not met.
• Approve spend within the agreed budget and decide the final top-five shortlist for each role; the client's finance, People and Legal leaders approve roles, budgets and terms.
• Handle monthly close, payroll and contractor payment sign-off, invoicing and collections, with audit-ready records and no duplicate or wrong payments.
• Oversee contractor agreements, statements of work, country classification, background checks and work authorization, with counsel writing the final legal language.
• Run onboarding, offboarding, the access register, agencies, vendors and recruiting technology, using AI and no-code automation to lower agency spend and manual work.
• Produce weekly reports, monthly and quarterly reviews, and documented procedures and playbooks so the unit can run and scale without depending on one person.

Required profile

• Has run a business or function end to end with a P&L and a team, and can walk through a multi-million-dollar workforce or operating budget line by line on a screen share.
• Knows global hiring: contractor and employee classification, employer-of-record models, local labor law and contract writing, and works well with accountants and lawyers in several countries.
• Can write short updates in fluent Spanish and English naming owners and dates.
• Advanced written and spoken English, and advanced use of AI in daily work.

Required skills

• Controller-level finance: ledger, payroll, payables, receivables, cash flow, forecasting, monthly close and budgets.
• Passes an Excel Level 2 assessment with ease.

The hiring process typically includes a 15-minute interview, a skills test, a 30-minute interview with the manager and a final interview with the CEO. Applications from agencies or recruiters are not considered.