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Assistant Caribbean Pilot Jobs (NOW HIRING)

Previous Chief Pilot or Assistant Chief Pilot experience is preferred. Candidates serving as Chief ... Must be willing and able to travel to various parts of the United States, Caribbean, and Canada for ...

Previous Chief Pilot or Assistant Chief Pilot experience is preferred. Candidates serving as Chief ... Must be willing and able to travel to various parts of the United States, Caribbean, and Canada for ...

Previous Chief Pilot or Assistant Chief Pilot experience is preferred. Candidates serving as Chief ... Must be willing and able to travel to various parts of the United States, Caribbean, and Canada for ...

Previous Chief Pilot or Assistant Chief Pilot experience is preferred. Candidates serving as Chief ... Must be willing and able to travel to various parts of the United States, Caribbean, and Canada for ...

Instrument: 150 hours Essential Functions: * Assist in the safe and efficient operation of company ... Ability to pass FAA Pilot Records Database (PRD) review * Ability to pass a pre-employment drug ...

Instrument: 150 hours Essential Functions: * Assist in the safe and efficient operation of company ... Ability to pass FAA Pilot Records Database (PRD) review * Ability to pass a pre-employment drug ...

Instrument: 150 hours Essential Functions: * Assist in the safe and efficient operation of company ... Ability to pass FAA Pilot Records Database (PRD) review * Ability to pass a pre-employment drug ...

Instrument: 150 hours Essential Functions: * Assist in the safe and efficient operation of company ... Ability to pass FAA Pilot Records Database (PRD) review * Ability to pass a pre-employment drug ...

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Assistant Caribbean Pilot information

What is the difference between Assistant Caribbean Pilot vs Marine Deck Officer?

AspectAssistant Caribbean PilotMarine Deck Officer
Required CertificationsPilot licenses, maritime safety trainingSTCW certification, maritime safety training
Work EnvironmentShip bridges, ports, pilot stationsShip decks, ports, maritime operations
Employer & IndustryShipping companies, port authoritiesShipping companies, maritime agencies

The Assistant Caribbean Pilot primarily assists in navigating ships within ports and coastal waters, focusing on pilotage duties. Marine Deck Officers oversee ship operations, navigation, and safety at sea. While both roles require maritime certifications and work in port environments, the Assistant Caribbean Pilot specializes in pilotage assistance, whereas Marine Deck Officers have broader responsibilities for ship safety and navigation.

How much do assistant Caribbean pilots get paid?

Assistant Caribbean pilots typically earn between $2,000 and $4,000 USD per month, depending on experience, airline, and flight hours. Salaries can increase with seniority, additional certifications, and longer flight routes, and pilots often work irregular schedules with variable hours.
More about Assistant Caribbean Pilot jobs
What cities are hiring for Assistant Caribbean Pilot jobs? Cities with the most Assistant Caribbean Pilot job openings:
What are the most commonly searched types of Caribbean Pilot jobs? The most popular types of Caribbean Pilot jobs are:
What states have the most Assistant Caribbean Pilot jobs? States with the most job openings for Assistant Caribbean Pilot jobs include:
Infographic showing various Assistant Caribbean Pilot job openings in the United States as of July 2026, with employment types broken down into 91% Full Time, and 9% Part Time. Highlights an 100% In-person job distribution.

Corporate Pilot/Co-Pilot - Whittier Health Network

Whittier Health Network

Haverhill, MA • On-site

Part-time

Re-posted 23 days ago


Job description

Whittier Health Network - Corporate Offices
Corporate Pilot - Citation CJ3 Co-Pilot
Must live in New England USA - Lawrence Massachusetts area preferred
Privately owned Citation CJ3 based at Lawrence Municipal Airport (KLWM) is seeking a professional, experienced pilot for part-time flying and operational support in a well-maintained Part 91 operation.
This position is ideal for a retired or semi-retired airline captain, experienced corporate pilot, or current turbine pilot seeking flexible supplemental flying with a professional owner-operated flight department.
Primary flying includes Northeast, Florida and Caribbean operations.
Aircraft:
  • Cessna Citation CJ3
  • Based at Lawrence Municipal Airport (KLWM) - Massachusetts
Preferred Qualifications:
  • CE-525 type rating strongly preferred
  • Single-pilot CE-5255 qualification a plus
  • Prior airline captain or significant turbine PIC experience preferred
  • 5,000+ total flight hours
  • Strong turbojet experience
  • Professional cockpit demeanor and sound operational judgment
  • Ability to work well in a flexible owner-operated environment
  • Availability for occasional overnight and multi-day trips
Responsibilities:
  • Assist in all phases of flight operations
  • Support safe, efficient Part 91 flight operations
  • Coordinate flight preparation, charts, manuals, and aircraft readiness
  • Assist with aircraft operational readiness, avionics/database updates, and hangar coordination
  • Maintain high standards of professionalism and aircraft presentation
  • Work closely with owner/pilot in a team-oriented environment
Ideal Candidate:
We are particularly interested in candidates with strong airline or corporate turbine backgrounds who value professionalism, flexibility, safety, and long-term working relationships over high-volume flying schedules.
Compensation:
Flexible compensation structure designed to provide consistency and fairness, including compensation for both operational support and flight responsibilities. Terms based on experience, qualifications, and availability.
Located in Lawrence Mass area preferred, but not required.