Kirk IT, the leading IT solutions provider in the Cayman Islands, provides Cloud Hosting Services, Managed IT Services, Professional IT Services/Consulting, Software Development and Data Visualization, Cybersecurity, Servers and Storage, Networking and Business Phone Systems.
Due to expansion, we are seeking a motivated Account Executive to join our sales team. This position will focus mainly on the acquisition of new customers in the Cayman Islands and Caribbean.
Responsibilities:
• Establish relationships with new customers and secure new business contracts that achieve assigned sales quotas and margin targets.
• Drive the entire new business sales cycle, from initial prospect engagement and qualification through to proposal, negotiation and closed sales.
• Proactively identify and pursue new business opportunities through direct methods such as cold calling, face-to-face meetings and targeted outreach, and indirect methods such as networking, referrals and strategic partnerships.
• Consult with prospective customers to understand their business challenges, requirements and objectives, presenting suitable solutions and clearly communicating the benefits, options and cost implications of each.
• Make compelling sales presentations to senior managers, decision-makers and other key stakeholders to demonstrate value and secure new business.
• Draft and deliver tailored proposals, quotations and business cases that address customer requirements and support successful conversion of opportunities.
• Work with product specialists and technical teams, where required, to develop solutions that meet prospect needs and differentiate the company from competitors.
• Develop and maintain prospect and opportunity plans that identify potential customers, growth opportunities, strategic motivators, key stakeholders, buying processes, sales strategies and forecasted revenue.
• Work with delivery teams to ensure a smooth transition from sale to implementation and proactively address any issues that may affect the customer experience or future business opportunities.
• Cultivate strong relationships with third-party providers and strategic partners to identify new opportunities and deliver complete solutions that support customer requirements.
• Conduct all sales activities with the highest degree of professionalism and integrity, maintaining a strong focus on new customer acquisition, profitable growth and long-term business relationships.
Essential Requirements:
• At least five (5) years of industry sales experience with proven success.
• Experience of HP Enterprise portfolio including servers, storage and networking.
• Knowledge of HP Aruba networking.
• Understanding and experience of IT concepts inc. Hyper Converged, Virtualisation, Backup, Security (inc firewalls) and “as a Service models”.
• Experience of selling services.
Kirk IT offers a generous compensation package and will support the successful candidate in developing themselves professionally through continued investment in training with a key focus in Microsoft and HPE solutions.
Working Conditions and Compensation:
• Full-time position with work hours from 8:30 am – 5 pm, Monday to Friday, although work outside these hours may be required.
• Salary will be commensurate with experience and will be in the range of CI$48-69K per annum, plus a generous commission-based performance incentive with an on-target earnings range of CI$100-150K.
How to apply:
Interested candidates are invited to submit their resume and cover letter outlining their qualifications and experience. We thank all applicants for their interest; however, only those selected for an interview will be contacted. References from previous employment and a clean Police Record will be required.
Please apply in writing to: Account Executive – IT Solutions, PO Box 1637, Grand Cayman KY1-1109, or email jobs@kirk-it.ky. We are based in George Town.
Application Deadline: Friday, November 20, 2026.
This vacancy is listed on WORC, the Cayman Islands government job portal. Applications go through the official channel.
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