Job Description
Job Title: Regional Head of Sales, Latin America & Caribbean
Location: Panama City, Panama (preferred) — São Paulo, Mexico City, or Bogotá considered
Type of Contract: Full-Time
Salary Range: Competitive Base + Commission (Equity/Phantom Equity potential)
Language Requirements: English and Spanish (required), Portuguese (strongly preferred)
We are seeking a skilled Regional Head of Sales with extensive experience in selling professional services across Latin America and the Caribbean to join client`s growing team. You will play a key role in leading and scaling a distributed regional sales function while personally driving high-value strategic deals. Your work will directly impact revenue growth, regional expansion, and the firm’s position as a leading provider of entity management, legal, and tax services.
Key Responsibilities
Own and manage the full regional sales pipeline across multiple LATAM and Caribbean markets, ensuring consistent deal flow and conversion.
Lead, coach, and scale a distributed team of in-country sales professionals, including target setting, forecasting, and performance management.
Personally close high-value, multi-market engagements including entity structuring, tax compliance, and cross-border advisory mandates.
Develop and execute regional sales strategies aligned with company growth and market expansion plans.
Build and maintain strategic referral partnerships with law firms, accounting firms, private banks, and other key ecosystem players.
Collaborate closely with legal and accounting teams to align pricing, scope, and delivery prior to client proposals.
Own CRM discipline, reporting, and forecasting (HubSpot or equivalent), providing accurate insights to executive leadership.
Must-Have Qualifications
5–10+ years of experience selling professional services such as entity management, corporate services, tax/accounting compliance, or EOR/payroll solutions.
Proven track record managing and closing multi-country or regional deals across Latin America and/or the Caribbean.
Demonstrated experience leading and managing distributed sales teams across multiple countries.
Strong technical understanding of corporate structures, tax concepts (e.g., transfer pricing, permanent establishment), and cross-border operations.
Fluency in English and Spanish, with strong communication skills for executive-level client engagement.
Hands-on experience using CRM platforms (preferably HubSpot) with strong pipeline management and forecasting discipline.
Ability to travel approximately 25–35% across the region.
Preferred Qualifications
Experience selling into crypto/Web3, fintech, or specialized sectors such as aviation SPVs.
Established network across LATAM including law firms, Big 4 partners, private banks, or VC/PE funds.
Prior ownership of a regional sales P&L, including pricing authority and quota setting.
Professional credentials such as CPA, legal qualification, or equivalent.
Portuguese language proficiency to support Brazil market expansion.
