0025 - Chief Pilot

Alakaʻi Services and Poe'hana Group, Inc.Honolulu, HI

About The Position

The purpose of this position is to support mission-critical logistics, sustainment, operational, facilities, training, and mission-enabling activities in support of U.S. Government and Department of Defense objectives throughout the Indo-Pacific region. Personnel in this role contribute to the planning, coordination, execution, and sustainment of complex operations in dynamic and geographically dispersed environments. The position supports operational readiness, resource integration, mission effectiveness, and stakeholder collaboration while ensuring compliance with applicable policies, procedures, and security requirements. Duties are performed in support of contingency, expeditionary, and steady-state operations and may require coordination with Government personnel, mission partners, and cross-functional teams to achieve program objectives.

Requirements

  • 11+ years’ experience
  • Possesses and applies a comprehensive knowledge across key tasks and high impact assignments.
  • Plans and leads major technical assignments.
  • Evaluates performance results and recommends major changes affecting short-term project growth and success.
  • Functions as a technical expert across multiple project assignments.
  • May supervise others.

Responsibilities

  • Directs all flight operations to ensure the highest standards of safety and regulatory compliance.
  • Supervises the recruitment, training, and performance evaluation of all pilots within the organization.
  • Establishes standard operating procedures and flight manuals to maintain consistency across the flight department.
  • Conducts regular check-rides and flight proficiency evaluations to certify crew competency.
  • Manages crew scheduling and fatigue risk management systems to optimize operational readiness.
  • Liaises with civil aviation authorities to ensure the organization meets all legal and certification requirements.
  • Advises executive leadership on aircraft procurement, operational budgets, and strategic flight planning.
  • Oversees the safety management system (SMS) to proactively identify and mitigate operational risks.
  • Serves as a technical subject matter expert during incident investigations or emergency response activations.
  • Work at various sites, both CONUS and OCONUS, with travel as required.
  • Perform duties associated with the assigned functional role.
  • Perform additional duties as assigned.
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