PROGRAMME MANAGER.

Position: Programme Manager Reports to: Executive Director of One2One Cayman Islands

One2One Cayman Islands is a Non-Profit Organization whose mission is to provide children, youth, and young adults with opportunities to thrive and grow through sustainable mentoring relationships to make positive contributions in our society.
Our programmes provide support, guidance, and encouragement to young people, helping them build resilience, self-confidence, and life skills to achieve their full potential.

Position Objective: The Programme Manager delivers match management services related to recruiting, screening, matching and monitoring mentoring relationships. The post holder will be responsible for developing and delivering innovative mentoring programmes and strengthening community partnerships.
The successful candidate will combine strategic thinking with practical delivery, ensuring that One2One programmes are impactful, youth-focused, and aligned with the Cayman Islands’ community needs.

Key Responsibilities
Case Management (60%)
-Supervise a caseload of 80-100 matches comprised of mentors, mentees and parent/caregiver with the goal of creating impactful and sustainable mentoring relationships.
-Conduct recruitments, orientations, and interviews for mentees, mentors, parents/caregivers referred to mentoring programmes.
-Engage in the match management process by performing and overseeing screenings, assessments, training, supervision, recognition and match closure activities.
-Provide regular monitoring and support to mentoring matches to ensure child safety, match quality, positive youth development outcomes, and mentor satisfaction.
-Develop and implement case management plans that respond to mentees’ needs, including appropriate referrals, advocacy, and collaboration with partner agencies.
-Respond promptly and professionally to challenges and safeguarding concerns, ensuring compliance with local safeguarding legislation and the organisation’s safeguarding policies.
-Maintain accurate and confidential database records, ensuring compliance with internal policies and Cayman Islands legal requirements.
-Assist with other administrative duties and activities as needed.

Programme Development & Delivery (30%)
-Design and implement individual and group mentoring programmes, workshops, and events that respond to the identified needs of the target population.
-Coordinate and deliver orientation and educational sessions for mentors, mentees, and parents/guardians.
-Evaluate programme effectiveness using qualitative and quantitative data to include in fundraising proposals and operational reports.
- Ensure programmes are culturally relevant, evidence-based, and aligned with One2One’s mission of positive youth development.

Community Outreach & Partnerships (10%)
-Represent One2One Cayman Islands at community events, schools, and stakeholder meetings to raise awareness and promote mentoring services.
-Build strong partnerships with schools, churches, community organisations, and government agencies to broaden agencies reach and increase mentoring relationships.

Qualifications, Experience & Skills
1. Bachelor’s degree in Human and Social Services, Social Work, Psychology, Education, Children and Youth Development or related field.
2. 3–5 years of experience in programmed management, youth development, or social services.
3. Experience in case management, safeguarding, or child protection.
4. Strong organisational skills with the ability to work independently, as One2One operates in a primarily virtual environment.
5. Strong interpersonal skills.
6. Excellent verbal and written communication skills.
7. Sound decision making skills to inform the match management process
8. Strong organisational skills with the ability to work independently, as One2One operates in a primarily virtual environment.
9. Strong understanding of the Cayman Islands’ cultural and community landscape.
10. Proven track record of community outreach, partnership building, and programme delivery.
11. Ability to work flexible hours including weeknights, occasional weekends and travel across districts in Grand Cayman as required
12. Proficiency in MS Office, including Word, Outlook, Excel, and Power Point is essential.
13.Driver’s license is required.

Salary Range: CI$4,500 – CI$5,500 per month, plus benefits as per the Cayman Islands Labour Act.