09 March 2026

flyExclusive | C208 Chief Pilot

United States

Caravan Chief Pilot - Miami, Florida

Level: Experienced

Position Type: Full Time

Job Shift: Any

Job Summary

The Chief Pilot directs the operation of the flight department of airline pilots.

Essential Functions

  • Conducts indoctrination training for new pilots and refresher training for experienced pilots.
  • Reviews reports on pilot performance and forwards reports to the Federal Aviation Administration.
  • Discusses operational and personal problems with subordinates to improve morale and efficiency.
  • Studies technical manuals of airplane and equipment manufacturers and government regulations affecting flight operations to ensure company training manuals adhere to legal requirements and are adapted to the type of aircraft in use.
  • Represents the company in an advisory capacity during contract negotiations with the pilots' union.
  • Accompanies flights to observe pilot performance.
  • Conducts training classes for flight personnel covering emergency procedures and the use of survival equipment.
  • Directs the preparation of flight-crew schedules and the assignment of personnel.
  • May interview and hire flight personnel.
  • May pilot aircraft on scheduled flights.
  • Conducts or supervises all training activities of flight crew personnel.
  • Advises the Director of Operations regarding the training of flight crew personnel.
  • Assists the Director of Operations in formulating operations policies, coordinates those policies, and coordinates operations and training.
  • Ensures all aircraft are properly equipped for applicable operations.
  • Disseminates information to all crewmembers pertaining to routes, airports, NOTAMS, NAVAIDS, company policies, and regulations.
  • Maintains proficiency as Pilot-in-Command.
  • Establishes and leads company operational best practices and safety review panel.
  • Schedules flight crewmembers, including assigning Pilot-in-Command duties.
  • Prepares and maintains proficiency records, pilot files, flight schedules, duty time records, reports, and correspondence pertaining to flight operations activities.
  • Submits all reports regarding flight personnel to the Director of Operations.
  • Keeps aircraft copies of the Operations Manual current.
  • Ensures all flight crew personnel are certified and supervised according to the requirements specified in the Federal Aviation Regulations.
  • Assists the Director of Operations in exercising operational control of flight activities as required.
  • The Chief Pilot may delegate functions to other personnel, but retains all responsibilities set forth herein.
  • Has the authority to officially apply for and receive Parts A, B, C, D, and E of the Operations Specifications.
  • Serves as the Twelve-Five Standard Security Program (TFSSP) alternate Aircraft Operator Security Coordinator (AOSC).
  • Responsible for ensuring Aircraft Flight Manuals are maintained in a current manner.
  • Conducts audits of pilot training records.
  • Conducts audits of pilot duty records.
  • Monitors and reviews pilot training programs for effectiveness in the field.
  • Conducts periodic reviews of the International Training program, manuals, and/or ARINC policies and procedures for FAA/ICAO compliance.
  • Performs any other assignments deemed appropriate by the Director of Operations.
  • Meets the requirements of 14 CFR 119.69(d) and 119.71.

Skills and Abilities

  • Positive attitude and strong desire to represent flyExclusive core values for success.
  • Self-starter, highly motivated with strong initiative.
  • Interpersonal skills with an emphasis on strong communication skills in both oral and written forms.
  • Effective time management.
  • Attention to detail.
  • Focus on excellence.
  • Adaptability.
  • Accountability and ability to have hard conversations.
  • Excellent leadership skills and training capabilities.
  • Ability to work under pressure with accuracy, efficiency, and confidence.
  • Knowledgeable in the use of Microsoft Office (Outlook, Teams, Excel, etc.).
  • Exceptional critical thinking, communication, and presentation skills.
  • Ability to multi-task, prioritize, and manage time effectively.
  • Must be available and flexible to work variable shifts including weekends and holidays.

Other Cognitive Processing

  • Memorization.
  • Reasoning and connecting ideas.
  • Adept quick learning.
  • Problem finding and solving.
  • Multi-tasking.
  • Detail orientation.

Competencies

  • Microsoft Office Suites.

Supervisory Responsibilities

  • Pilots.

Work Environment

  • Exposure to loud noises including airplane machinery and jet engines.
  • Typical outdoor and industrial/hangar environments.

Physical Demands

  • Ability to see and hear clearly.
  • Ability to read, comprehend, and speak English clearly.
  • Ability to climb, twist, bend, crouch, stoop, kneel, and crawl.
  • Ability to move in tight quarters.
  • Ability to sit, stand, and walk for extended periods.
  • Ability to work in all weather conditions as needed.
  • Ability to regularly push/pull up to 70 pounds.
  • Ability to regularly lift/move up to 50 pounds.

Dress Code and Uniform

  • Well-groomed appearance.
  • Adherence to department dress code.

Travel Required

Must be local to Miami, Florida (Home Base: TMB).

Qualifications

Required Education and Experience

  • Minimum of 3 years previous experience as a pilot-in-command in Part 135 operations within the 6 years preceding the position.
  • A minimum of 2,500 hours total flight time and at least 500 hours of turbine PIC time in a Part 135 environment.
  • Minimum of 3 years of experience operating the Cessna Caravan C208, with both land and seaplane experience required.
  • Free of any documented flight violations, mishaps, or incidents in the past 10 years.
  • Current FAA Medical Certificate (1st Class).
  • FAA Certificate (Commercial Pilot with Instrument Rating); ATP preferred.
  • Must be authorized to work lawfully in the United States and provide two forms of Federal Identification.
  • Candidates must successfully complete a comprehensive background check prior to employment, including verification of previous employment, education, criminal history, and any other relevant information necessary to determine suitability for the position.

Preferred Education and Experience

  • Bachelor's degree in aviation or equivalent industry experience.
  • Experience as a check airman is preferred, but candidates with significant Seaplane Flight Instructor time will be considered.
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