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Sales leadership

Senior Account Executive- Jamaica

Cloud Carib logoCloud CaribKingston, JamaicaListed 1y+ ago

The posting

Job Summary

The Regional Manager is responsible for driving revenue growth within Jamaica by selling managed services , and IT solutions including cloud, cybersecurity, business continuity solutions , and Value Added Resale (VAR) to enterprise and mid-market customers. This role requires a deep understanding of the region and the ability to build and maintain strong client relationships, and the capability to manage a sales team to meet and exceed targets. The Senior Account Executive will work closely with cross-functional teams, including senior management, marketing, solutions , and service delivery, to ensure client satisfaction and growth.

Key Responsibilities

  • Sales Strategy and Planning
  • Develop a market sizing and Go-to-Market Plan for the territory.
  • Develop and implement a strategic sales plan for the region to achieve revenue and growth targets.
  • Identify and prioritize key markets, customer segments, and opportunities for managed services within the region.
  • Forecast sales goals and objectives for the region, adjusting strategies as necessary to meet targets.
  • Market Leadership
  • Develop thought leadership platforms to drive outsourced IT, cloud services and managed services agendas in the region.
  • Promote sovereign cloud services agenda and sovereign data management as fundamental to national data integrity and defense.
  • Become a regionally-recognized subject matter expert on subjects relating to sovereign data, IT integrity, cyber security and digital transformation.
  • Client Relationship Management
  • Build and maintain strong relationships with key decision-makers and influencers within major government and pr i vate sector accounts.
  • Understand client needs and tailor managed services solutions to meet their business objectives .
  • Ensure high levels of customer satisfaction and foster long-term relationships to encourage repeat business.
  • Team Leadership
  • Lead, mentor, and develop a team of sales professionals to achieve individual and team sales targets.
  • Conduct regular sales training and coaching sessions to enhance the team’s skills and knowledge.
  • Monitor and assess team performance, providing feedback and taking corrective actions when necessary.
  • Business Development
  • Identify new business opportunities within the region, including potential partnerships and strategic alliances.
  • Engage in prospecting and lead generation activities to build a robust sales pipeline.
  • Represent the company at industry events, conferences, and networking opportunities to promote managed services offerings.
  • Collaboration and Cross-Functional Coordination
  • Work closely with marketing to develop and execute regional marketing campaigns and initiatives.
  • Collaborate with solutions and technology partners to stay informed about the latest managed services offerings and product updates.
  • Collaborate with service delivery teams to ensure successful implementation and ongoing support for clients.
  • Reporting and Analytics
  • Track and report on sales performance, providing regular updates to senior management.
  • Use CRM tools and analytics to monitor sales activities, pipeline, and results.
  • Report and a nalyze market trends and competitor activity to adjust strategies and tactics accordingly.

Qualifications

  • Bachelor’s degree in Business , Marketing, or a related field (MBA preferred).
  • Minimum of 5-7 years of experience in sales, with a focus on managed services, IT services, or technology solutions.
  • Proven track record of achieving or exceeding sales targets in a regional or national role.
  • Good understanding and experience implementing proven sales methodologies .
  • Strong leadership skills with experience managing and developing sales teams.
  • Excellent communication, negotiation, and presentation skills.
  • Deep understanding of managed services, including cloud services, IT infrastructure, cybersecurity, and related technologies.
  • Ability to travel within the region as needed.

Preferred Skills

  • Experience with CRM software (e.g., Salesforce).
  • Strong network of contacts within the region, including senior management within target verticals, public sector, and industry peers .
  • Strategic thinker with the ability to execute tactical plans.

Work Environment

This role is hybrid, starting in a purely remote setting with a possibility to work in a regional office . A ll required equipment will be provided . Frequent travel within the region is required .

Taken from Cloud Carib's own posting, last seen live on 2 Nov 2026.

About Cloud Carib

Sovereign cloud, data centre, managed IT, security and business continuity services, plus resale of partner technology, sold to governments and businesses across the Caribbean and Latin America.

Pay schedule: Full-time employment, mostly remote flex, on a salary with a commission plan named in the account director posting; no posting lists a bonus, equity or benefits.

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