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WORC ID: H7A4X8

EXECUTIVE DIRECTOR

One2one (Cayman) Ltd
Salary
KYD$72,001.8 - KYD$84,006 Per Annum (paid Monthly)
Location
North Side
Work Type
Full-time
Hours/Week
45
Education
Not specified
Experience
5-6 Years

Job Description

One2One Cayman Islands is a Non-Profit Organization whose mission is to provide children, youth, and young adults opportunities to thrive and grow through sustainable mentoring relationships to make positive contributions in our society. The Executive Director reports directly to the Board of Directors. The post holder is responsible for the overall leadership and strategic plan execution for the agency. Main responsibilities include the development and coordination of mentoring programmes, securing sustainable funding sources and staff management.

Primary Responsibilities

  • Manages the day-to-day operations of the agency in alignment with Agency standards and International best practice.
  • Provides Supervision to 1—2 case managers who are responsible for the delivery of mentoring programmes and services.
  • Manages the Support Volunteer programme to address auxiliary services.
  • Manages and ensures a system for quality assurance and youth protection consistent with

the policies and requirements of the Cayman Islands legislation.

  • Develops and coordinates new programmes and initiatives which respond to the emerging needs of children, youth, and young adults in the Cayman Islands.
  • Works closely with the Board of Directors Finance team by providing programmatic inputs for the annual budget preparation, oversees and controls expenditures within the approved operational budget.
  • Prepares operational reports for the Board of Directors, which include programmatic progress, challenges, and contingency plans.
  • Pro-actively ensures that the organization develops strong long-term relationships with individuals, stakeholders, and corporate donors/funders.
  • Identifies sources for funding and prepares proposals or applications for grants and sponsorships.
  • Oversees all public relations campaigns, advertising and public relations activities for fundraisers and volunteer recruitment activities.
  • Oversees communication and marketing of the agency and ensures that visibility and promotion of the agency is aligned with the organizations vision, mission, and values.
  • Actively participates in the organization’s growth through attracting, hiring, retaining, developing, and leveraging staff talent to perform at high quality levels.
  • Engages in the performance management process, which includes ongoing monitoring, and an annual performance review; ensures on-going training and professional development opportunities are made available to staff.

Qualifications and Skills

  • Master’s Degree with 3-5 years of experience or, Bachelor’s degree with 5 – 7 years’experience in Social Services/Human Services is required, certification or experience in business management would be an asset.
  • Experience in programme development and coordination are required.
  • Strong organizational skills are required for this position.
  • Excellent interpersonal and communication skills.
  • Experience in non-profit or small business management would be an asset.
  • Excellent written and verbal communication skills and public speaking skills to develop and deliver presentations related to funding and programmes are critical.
  • Strategic thinking, business savvy, data-driven decision-making, sound problem solving skills, ability to assess situations with nimbleness and talent for setting and achieving a forward-thinking direction for an organization are all required attributes.
  • A demonstrated record of accomplishment in creating and implementing sustained growth strategies in a non-profit or corporate environment; fundraising experience a definite asset.
  • Demonstrated ability to effectively lead, motivate and develop staff; must be self-motivated and responsible; able to work independently with minimal supervision.
  • Proficiency in computer applications software including Microsoft Office (Word, Excel, Access, and Power Point) and Microsoft Teams.
  • A driver’s license is required.

Application Requirements

Medical Check Required
Police Check Required
Driving License Required
Cover Letter Required

Interested in this role?

21 days remaining

Details

Positions1

Timeline

PostedJune 26, 2026
Start DateJune 26, 2026
Closing DateJuly 17, 2026