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Live WORC posting · G3W3J6

Regional Head of Go-To-Market.

Digicel Cayman Ltd.
KYD$100k–120k/yrGeorge TownFull-time40 h/week

The Regional Head of Go-To-Market (GTM) is responsible for leading the development and execution of integrated marketing and commercial strategies across the Atlantic Region for both Mobile and Digicel+ services. The role is accountable for driving customer acquisition, revenue growth, market share expansion, brand performance and customer engagement through innovative and data-driven marketing initiatives.
Through strong leadership and cross-functional collaboration, the Regional Head of GTM ensures that each market has the tools, capabilities, and commercial discipline required to meet and exceed sales targets. The role demands deep market understanding, execution excellence, and the ability to influence and guide regional and local sales teams toward sustainable and consistent business results.

Main Duties and Responsibilities:
• Regional Marketing Strategy: Lead the development and execution of the Atlantic Region's integrated marketing strategy, ensuring alignment with Group objectives, market priorities, and commercial growth targets. Drive strategic initiatives that build brand awareness, increase market penetration, and support long-term business objectives across Mobile and Digicel+ services
• Brand Management: Champion and strengthen the Digicel and Digicel+ brands throughout the Atlantic Region by ensuring consistent brand positioning, messaging, visual identity, and customer experience. Oversee brand-building initiatives that enhance customer perception, loyalty, and competitive differentiation within each market.

• GTM Strategy Execution: Lead the implementation of the Atlantic Region’s GTM strategy for Mobile and Digicel+, ensuring seamless alignment with regional and Group commercial objectives.
• Sales Revenue Growth: Drive regional and local sales performance by strengthening revenue-generation activities, optimizing target-setting processes, and enhancing commercial impact.

• Sales Target Achievement: Partner with market teams to define, align, and track sales targets, ensuring achievement of Gross Adds, Net Adds, and revenue KPIs across all markets.
• Channel Strategy Alignment: Localize and operationalize channel strategies (retail, digital, telesales, partner channels) to ensure optimal execution and delivery of KPIs at the market level.
• Regional Marketing Strategy: Lead the development and execution of the Atlantic Region's integrated marketing strategy, ensuring alignment with Group objectives, market priorities, and commercial growth targets. Drive strategic initiatives that build brand awareness, increase market penetration, and support long-term business objectives across Mobile and Digicel+ services

• Brand Management: Champion and strengthen the Digicel and Digicel+ brands throughout the Atlantic Region by ensuring consistent brand positioning, messaging, visual identity, and customer experience. Oversee brand-building initiatives that enhance customer perception, loyalty, and competitive differentiation within each market.
• GTM Strategy Execution: Lead the implementation of the Atlantic Region’s GTM strategy for Mobile and Digicel+, ensuring seamless alignment with regional and Group commercial objectives.

• Sales Revenue Growth: Drive regional and local sales performance by strengthening revenue-generation activities, optimizing target-setting processes, and enhancing commercial impact.

• Sales Target Achievement: Partner with market teams to define, align, and track sales targets, ensuring achievement of Gross Adds, Net Adds, and revenue KPIs across all markets.

• Channel Strategy Alignment: Localize and operationalize channel strategies (retail, digital, telesales, partner channels) to ensure optimal execution and delivery of KPIs at the market level.
Implementation & Execution Excellence
• Market Support & Execution: Provide direct support to market teams, ensuring consistent and disciplined execution of GTM plans. Develop localized execution roadmaps that reflect market conditions and growth opportunities.

• Sales Productivity Optimization: Implement a data-driven approach to improve productivity; optimize commission structures, performance frameworks, and operational mechanisms.

• Regional Sales Execution: Equip regional and local teams with the tools, training, and commercial stewardship required to deliver high-impact sales results.

• Market-Specific Adaptation: Adapt Group sales frameworks to local realities by incorporating insights related to competition, customer behavior and market dynamics.

• Leadership & Cross-Functional Collaboration

• Leadership & Mentorship: Lead and coach regional and market sales teams, promoting a high-performance, results-oriented culture focused on accountability and execution excellence.

• Cross-Functional Collaboration: Work collaboratively with Product, Marketing, Operations, and Customer Experience teams to ensure integrated GTM strategies and coordinated market delivery.

• Talent Development: Build sales capability across the region, strengthening the pipeline of GTM talent and ensuring continuous skill development and performance improvement.

Performance Monitoring & Reporting
• KPI Management: Monitor and analyze key commercial and operational KPIs (Gross Adds, Net Adds, productivity, churn-related impacts, channel performance) to evaluate effectiveness and guide decision-making.

• Reporting: Deliver daily, weekly, and monthly performance insights to regional leadership, highlighting results, trends, risks, and proposed corrective actions.
• Sales Operations Governance: Ensure compliance with regional GTM processes, reporting standards, and Group requirements.

Academic qualifications and experience required for job:
• Bachelor’s degree in Business, Marketing, Communications, or related field or related experience.
• Proven experience in sales leadership or GTM roles within telecommunications or similar industries.
• Demonstrated ability to lead multi-country teams and drive complex commercial initiatives.
• Strong track record of achieving sales targets and improving operational effectiveness.

Functional Skills:
• Strong analytical, problem-solving, and performance-optimization skills.
• Excellent written and verbal communication, with the ability to influence stakeholders at all levels.
• Deep understanding of GTM processes, sales frameworks, channel management, and execution best practices.
• Ability to translate global strategies into localized, actionable market plans.
Working Conditions:
• Reporting Line: Reports directly to the Regional Head of B2C with regular interaction and collaboration with Group Consumer, Group GTM, and both Market and Regional Leadership.

• Geographical Scope: Oversight across all Atlantic Region markets — Cayman Islands, Bermuda, British Virgin Islands, Turks & Caicos Islands.

• Travel Requirements: Frequent in-market travel (40–60%) to support execution, coach local teams, conduct sales reviews, and lead GTM interventions.

• Work Environment: Hybrid model with regional office work, remote coordination, and extensive market fieldwork (retail visits, partner engagement, on-ground sales support).

• Team Structure: Leads a matrixed team of regional sales leads and collaborates closely with market-level sales managers and operational teams.

Posted2026-08-31
Application deadline2026-09-21
EducationBachelor´s Degree
Experience5-6 years
OccupationBusiness services and administration managers not elsewhere classified
WORC referenceG3W3J6

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This vacancy is listed on WORC, the Cayman Islands government job portal. Applications go through the official channel.

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