Helicopter JOBS!

Chief Pilot Trainee - R44 Tour Operator

Old City Helicopters
4900 US 1 North Ste. 400
St. Augustine, FL 32095
United States

Minimum Certification Required
Minimum Flight Hours Required
Manages Others
Experience Required
Degree Required
Security Clearance Required
Employment Type
Work Schedule
Some Travel

Job Description

Old City Helicopters, LLC is looking for a Chief Pilot trainee. No supervisory experience necessary. We will train the right candidate.


We operate R44s at four bases in St. Augustine, FL, Tampa, FL, Marathon, FL, and Savannah, GA with company HQ in St. Augustine, FL. The bulk of our business is Part 91 tours with a significant amount of photo, survey, and misc. Part 91 and a very small amount of Part 135.  Our plan is to grow and add locations and, for that, we will need to hire and develop someone who can ultimately handle all flight operations freeing up the General Manager to focus on executive level management.

The position will begin as assistant to the General Manager and, for the successful candidate, progress to assistant chief pilot, chief pilot, and director of operations as the following skills and tasks are learned and mastered:

  • Recruit, hire, and train line pilot staff

  • Manage and supervise line pilot staff

  • Cover flight line when necessary

  • Perform non-tour flying (photo, survey, etc.)

  • Prepare flight job quotes and oversee their execution

  • Administer drug program

  • Manage flight following function

  • Oversee, coordinate, and manage aircraft maintenance

  • Audit field bases


Job will be based in St. Augustine, FL but will require regular travel to our field bases.


Starting compensation will be appropriate for a 500 hour CFI and will increase as the candidate develops and acquires the skills and experience necessary to grow into the assistant chief pilot, chief pilot, and director of operations roles. For the right candidate, this job will grow into a well paid professional career job.

Please send resumes to: Resumes@OldCityHelicopters.com

Please highlight any non-aviation skills you might have.

Job Requirements

Minimum skills and experiences:

-           - Commercial Helicopter Pilot Certificate

-           -  CFI Helicopter Rating

-           - 500 hours dual given in R22/R44

-           - Second Class Medical

Part 135 qualified a plus.

Must be willing to submit to FAA Drug Test and a TSA background check.

Old City Helicopters
Andres Kerllenevich
4900 US 1 North Ste. 400
St. Augustine FL 32095
United States