Sales Director- Cloud

2 days ago

Miami, Florida, United States Cloud Carib Limited Full time

Position Overview

The Sales Director will lead the regional sales organization for a premier Cloud and Managed Services provider serving the English-speaking Caribbean. This role is responsible for achieving company revenue objectives through effective leadership, strategic sales planning, and execution excellence. The Sales Director will manage a high-performing team of Sales Representatives across multiple countries, driving growth through both enterprise and public sector clients.

Key Responsibilities

  • Leadership & Team Management:
  • Lead, coach, and develop a team of 7–10 direct sales representatives operating across several countries in the English-speaking Caribbean.
  • Foster a culture of accountability, collaboration, and continuous improvement within the sales team.
  • Revenue & Performance Management:
  • Own the regional sales quota and ensure consistent achievement of revenue targets.
  • Monitor and ensure delivery on individual and team KPIs, supporting the sales team with strategy, deal structuring, and negotiations to close key opportunities.
  • Sales Process Optimization:
  • Review and assess the effectiveness of the sales process, identifying bottlenecks and inefficiencies.
  • Partner with Sales Operations and the Solutions team to enhance workflows, remove non-value-added tasks, and continuously improve sales velocity and conversion rates.
  • Cross-Functional Collaboration:
  • Collaborate closely with Sales Operations, Solutions, Client Success, and Partner Success teams to align go-to-market strategies and client engagement approaches.
  • Continuously refine KPI reporting to meet Executive Management requirements and support data-driven decision-making.
  • Market & Business Development:
  • Develop and execute strategic plans to expand the company's market presence in the Caribbean region.
  • Build and maintain strong relationships with enterprise, government, and strategic partners to drive growth and long-term business value.

Qualifications & Experience

  • Minimum of
    7 years of sales management experience
    , with proven success leading multi-country or regional teams.
  • Minimum of
    5 years of direct technology sales experience
    , preferably in
    cloud computing, managed IT services, and cybersecurity
    solutions.
  • Demonstrated success developing and closing business with
    enterprise and public sector clients
    .
  • Proven ability to
    analyze performance data
    , identify improvement areas, and implement measurable action plans.
  • Exceptional
    leadership, communication, and relationship-building skills
    with a collaborative and motivating management style.
  • Strong
    strategic thinking and analytical abilities
    , with the capacity to balance long-term vision and short-term execution.

Preferred Attributes

  • Experience working within the Caribbean or other emerging markets.
  • Familiarity with subscription-based and recurring revenue business models (e.g., MRC/ARR).
  • Proactive, with experience in consultative or value sales methodologies.
  • Ability to thrive in a fast-paced, results-oriented environment.
  • Fluent English / Spanish speaker

Compensation & Benefits

A competitive compensation package will be offered, including base salary, performance-based incentives, and regional travel allowances.

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