HR Specialist 

August 21, 2026
Remote
Contract

Company: CCRIF SPC 

Employment Type: Full-time 

Workplace Type: Remote (with travel as required) 

Contract: 3-year contract, renewable 

Location: Caribbean (remote) 

The HR Specialist will serve in an independent advisory capacity, providing dedicated HR expertise that. The role combines strategic HR advisory functions with hands-on operational support, ensuring that people practices are aligned with organizational objectives and that CCRIF’s contractor workforce is engaged, supported, and well-managed. 

The HR Specialist will report directly to the Chief Operations Officer (COO), operating with significant professional autonomy across a fully remote, geographically dispersed team. 

Key Responsibilities 

  • Support Executive Management in developing and implementing a strategic people plan aligned with organisational goals. 
  • Maintain and update the Succession Plan, including readiness frameworks and cross-training systems. 
  • Oversee the full contractor engagement lifecycle, from sourcing and onboarding through to offboarding. 
  • Develop and maintain HR policies, frameworks, and contractor handbooks suited to a remote, multi-jurisdictional context. 
  • Provide guidance on independent contractor classification, labour law compliance, and contractual requirements across jurisdictions. 
  • Design and implement a performance management framework, including reviews, goal-setting, and feedback mechanisms. 
  • Serve as a trusted advisor on contractor relations, conflict resolution, and workplace culture. 
  • Manage day-to-day HR administration, including contractor records and engagement documentation. 
  • Lead implementation and utilisation of HR management software, including data migration and process automation. 

Qualifications & Experience 

  • Degree in Human Resources Management, Business Administration, Organisational Psychology, or a related field; a postgraduate qualification or professional certification (e.g., SHRM, CIPD) is an asset. 
  • Minimum 7 years of progressive HR experience, with demonstrated expertise across HR strategy, policy development, and operational HR functions. 
  • Proven experience managing independent contractor workforces and multi-jurisdictional labour law compliance. 
  • Experience operating in a remote or virtual work environment, ideally within a small or lean organisation. 

Desired Skills 

  • Proficiency in HR information systems and digital tools for document management. 
  • Familiarity with HR software implementation, including rollout and data migration. 

Required Technical Skills 

  • Strong knowledge of HR governance, performance management frameworks, and contractor relations. 
  • Sound understanding of multi-jurisdictional labour law and contractor compliance obligations. 
  • Excellent written and verbal communication skills, with the ability to translate HR considerations into clear guidance for senior leadership. 
  • Meticulous attention to detail in documentation, record-keeping, and policy accuracy. 

Leadership & Personal Attributes 

  • High degree of discretion, professional integrity, and sound judgement in handling sensitive matters. 
  • Comfortable operating with autonomy, self-direction, and flexibility in a remote-first setting. 
  • Skilled at building trust and fostering productive relationships across a dispersed workforce. 
  • Clear, confident communicator able to advise and influence at senior levels. 
  • Adaptable and results-oriented, with strong capacity for independent decision-making. 

Description

Responsibilities:

Qualifications and Experience:

Skills:

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