Top 8 Pilot Jobs in Winter Haven Fl

Certified Flight Instructor
KINGSKY FLIGHT ACADEMY LLC —Lakeland, FL
- Part-time
- English
- Senior level
- Commercial
- Health insurance
- Dental insurance
Air Interdiction Agent
Customs and Border Protection —Florida
- $88,509 - $163,996 a year
- Full-time
- Military
- Mid-level
- Travel
- Health insurance
- Dental insurance
Phenom 300 Captain
TransMedics, Inc. —Florida
- $793.27 a month
- Background check
- Computer literacy
- Ability to lift 75 pounds
- Employee stock purchase plan
- Disability insurance
Quick Apply
Assistant Maintenance Officer/Pilot - 62000480
The State of Florida —Lakeland, FL
- Up to $105,000 a year
- Pass drug screening
- Analysis skills
- US work authorization
- Paid holidays
- Health insurance
Helicopter Pilot
Air Methods —Davenport, FL
- $82,900 a year
- Full-time
- Trade school
- Senior level
- Associate's degree
- AD&D insurance
- Disability insurance
Quick Apply
4d
Military Service - U.S. Navy, Naval Flight Officer and Pilot
U.S. Navy —United States
- $65,000 - $150,000 a year
- Full-time
- Background check
- Office
- High school diploma or GED
- Loan repayment program
- Health insurance
Air Interdiction Agent
Customs and Border Protection —United States
- $88,509 - $163,996 a year
- Full-time
- Military
- Mid-level
- Travel
- Health insurance
- Dental insurance
Helicopter Pilot
Summit Helicopters, Inc —United States
- $36,000 - $100,000 a year
- Full-time
- Background check
- Management
- English
- Travel reimbursement
- Health savings account
Quick Apply

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Air Interdiction Agent
Customs and Border Protection —Florida
Apply at 750 hours total time: Applicants applying at 750 flight hours are required to obtain at least 1,000 flight hours (depending on the number of hours…
$88,509 - $163,996 a year
Marine Interdiction Agent
Customs and Border Protection —Florida
Assisting government or state attorneys in preparation for court cases or grand juries, testifies as a law enforcement officer in court proceedings, and…
$76,745 - $142,199 a year

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PILOT INSTRUCTOR Rickenbacker ANGB, OH
DELAWARE RESOURCE GROUP OF OKLAHOMA LLC —Columbus, OH
Will be working in areas with risk of electrical shock and from moving mechanical parts driven by hydraulics under high pressure.
Quick Apply
13d
Aviation Instructor
Ohio Hi-Point Career Center —Marysville, OH
A valid Ohio career-technical education certificate or license or five years of work experience in aviation occupations. Strong background in aviation theory.
Quick Apply

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Certified Flight Instructor

KINGSKY FLIGHT ACADEMY LLC -
Lakeland, FL

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Job Details

Part-time | Full-time

Benefits

Health insurance
Dental insurance
Vision insurance
Employee discount

Qualifications

FAA Medical Certificate
Instrument Flight Instructor (CFII) Certificate
Aviation logbook management
Student progress monitoring
Instrument flight instruction
English
Records management
Certified Flight Instructor
Instrument Rating (IR)
Pilot License
Instrument flight rules (IFR)
Commercial Pilot License (CPL)
Commanding aircraft
Student academic progress tracking
Providing feedback to students

Full Job Description

Description:

Kingsky Flight Academy is currently hiring Certified Flight Instructors with an Instrument Instructor (CFII) certificate to join our growing flight training team. We are seeking motivated, safety-driven professionals who are passionate about aviation education and committed to developing highly competent instrument-rated pilots. The CFII plays a critical role in maintaining training quality, safety culture, and student success within Part 141 training environments.

Benefits offered with this position:

Medical, Dental and Vision (after 60 days of employment)
Employee Discount Program

Duties and Responsibilities

Provide instrument flight and ground instruction in accordance with FAA regulations and Kingsky-approved syllabi.
Conduct IFR training flights, simulator sessions, and ground lessons.
Instruct students in:
Instrument flight rules and procedures
IFR navigation systems
Enroute, terminal, and approach operations
Holding procedures and instrument approaches
Missed approaches and abnormal procedures
Weather analysis, interpretation, and decision-making

Evaluate student progress and ensure training objectives are met.
Maintain accurate training records, endorsements, and logbook entries.
Prepare and recommend students for stage checks and FAA practical tests.
Provide timely feedback and structured learning plans.

Safety & Compliance

Adhere to all Federal Aviation Regulations (FARs) and Kingsky policies.
Promote and support the Safety Management System (SMS).
Report aircraft discrepancies, safety hazards, or training concerns immediately.
Participate in instructor standardization and recurrent training.

Professional Responsibilities

Maintain professionalism, punctuality, and instructional consistency.
Serve as a role model and mentor to students.
Represent Kingsky Flight Academy with integrity and professionalism.

Equal Opportunity Employer

Kingsky Flight Academy is an Equal Opportunity Employer. Employment decisions are based on qualifications, merit, and operational needs without regard to race, color, religion, sex, national origin, age, disability, or veteran status.

Requirements:

Required Certification

FAA Certified Flight Instructor – Instrument (CFII)
Commercial Pilot Certificate with Instrument Rating
Valid FAA Medical Certificate (minimum Third Class)
Current Flight Review

Language Skills:

Ability to read, write and speak English proficiently

Requirements

Evaluate student progress and ensure training objectives are met.
Maintain accurate training records, endorsements, and logbook entries.
Prepare and recommend students for stage checks and FAA practical tests.
Provide timely feedback and structured learning plans.

Work Environment:

This position has random shifts that includes day, night, weekends and holidays. MUST have open availability

Apply Now

Refine Your Search

pilot jobs in winter haven fl

Certified Flight Instructor

Air Interdiction Agent

Phenom 300 Captain

Assistant Maintenance Officer/Pilot - 62000480

Helicopter Pilot

Military Service - U.S. Navy, Naval Flight Officer and Pilot

Air Interdiction Agent

Helicopter Pilot

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