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Pilot Jobs in Portland, CT (NOW HIRING)

PenBay Media LLC

Remote Pilot Operator

Windsor Locks, CT · On-site +1

$21.98/hr

The Remote Pilot Operator (RPO) operates a combination of Cathode Ray Tube (CRT)/keyboard/Voice Communication System (VCS) to simulate the actions and communication of pilots and remote ATC ...

American Cruise Lines

River Pilot

Guilford, CT · On-site

River Pilot American Cruise Lines seeks experienced Nav Mate Pilots to lead our U.S. - flag fleet. American Cruise Lines cruise along inland and coastal waterways, including the East Coast, Alaska ...

American Cruise Lines

River Pilot

Guilford, CT · On-site

River Pilot American Cruise Lines seeks experienced Nav Mate Pilots to lead our U.S. - flag fleet. American Cruise Lines cruise along inland and coastal waterways, including the East Coast, Alaska ...

Imh

Rotor Wing Pilot in Command

Hartford, CT

$46.24 - $72.80/hr

As an Air Ambulance Pilot, you are the critical link in delivering rapid, life-saving transportation for patients in need. Your expertise ensures the safety of the medical team and patients during ...

American Cruise Lines

Third Mate

Guilford, CT · On-site

Standing piloting watches under instruction of Captain or Mate. * Assisting Engine Room Attendant with machinery and system maintenance. * Support hotel and culinary teams in delivering five-star ...

American Cruise Lines

Third Mate

Guilford, CT · On-site

Standing piloting watches under instruction of Captain or Mate. * Assisting Engine Room Attendant with machinery and system maintenance. * Support hotel and culinary teams in delivering five-star ...

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All JobsPilot JobsPilot Jobs in Portland, CT

Pilot information

See Portland, CT salary details

$50.1K

$132.6K

$203.5K

How much do pilot jobs pay per year?

As of Sep 1, 2026, the average yearly pay for pilot in Portland, CT is $132,563.00, according to ZipRecruiter salary data. Most workers in this role earn between $101,300.00 and $156,900.00 per year, depending on experience, location, and employer.

What do pilots do?

Pilots operate aircraft, flying people and cargo all over the world. Their job duties vary, depending on their industry. They conduct pre-flight checks to ensure the plane is in good order, coordinate with air traffic control, and assess and adjust flight paths as needed. Commercial plots update passengers on commercial flights or transport products on cargo flights. Some may even perform specialized duties, such as crop dusting in the farming industry.

What are the key skills and qualifications needed to thrive as a pilot, and why are they important?

To thrive as a Pilot, you need strong aeronautical knowledge, situational awareness, and a valid commercial pilot’s license with appropriate ratings. Familiarity with flight management systems, navigation equipment, and aviation safety protocols is essential, often supported by certifications like the Airline Transport Pilot (ATP) certificate. Exceptional communication, quick decision-making, and calmness under pressure are standout soft skills in this field. These skills and qualifications are vital to ensure passenger safety, regulatory compliance, and effective handling of in-flight challenges.

What are some common challenges pilots face during irregular flight schedules, and how can they manage them?

Pilots often contend with irregular flight schedules, including overnight flights and frequent time zone changes, which can impact sleep patterns and overall well-being. Managing fatigue is crucial, so most airlines provide guidance on rest requirements and encourage pilots to prioritize sleep and healthy habits. Building resilience to schedule changes, maintaining good communication with scheduling teams, and leveraging support from colleagues can help pilots adapt more smoothly to these challenges.

What is the difference between Pilot vs Flight Attendant?

AspectPilotFlight Attendant
Required CertificationsCommercial Pilot License (CPL), Airline Transport Pilot (ATP) certificateCabin Crew Certification, First Aid & Safety Training
Work EnvironmentFlight decks, cockpit, cockpit crewPassenger cabin, galley, airport terminals
Industry UsageAirlines, cargo carriers, private aviationCommercial airlines, charter services
Job FocusOperating aircraft, navigation, safetyPassenger safety, service, comfort

While pilots are responsible for flying and navigating aircraft, flight attendants focus on passenger safety and comfort. Both roles are essential in the aviation industry but require different certifications and work environments. Pilots typically hold advanced licenses and operate from the cockpit, whereas flight attendants work in the passenger cabin ensuring a positive travel experience.

Is there a demand for pilots now?

The demand for pilots remains strong due to ongoing growth in commercial aviation, cargo transport, and private flying. Airlines and other operators are actively hiring pilots with current certifications and experience, especially as travel resumes post-pandemic and fleet expansions continue.

What types of jobs can you get as a pilot?

Pilots can work in various roles including airline transport pilots, commercial pilots, cargo pilots, charter pilots, corporate pilots, and flight instructors. These jobs involve operating different types of aircraft, often requiring specific certifications such as a commercial pilot license or airline transport pilot certificate, and may involve varying schedules and environments.
More about Pilot jobs

What cities near Portland, CT are hiring for Pilot jobs?

Cities near Portland, CT with the most Pilot job openings:

Pilot jobs near you
Infographic showing various Pilot job openings in Portland, CT as of August 2026, with employment types broken down into 1% As Needed, 92% Full Time, 6% Part Time, and 1% Contract. Highlights an 92% Physical, 2% Hybrid, and 6% Remote job distribution, with an average salary of $132,563 per year, or $63.7 per hour.

Remote Pilot Operator

Penbay Technology Group LLC

Windsor Locks, CT

Full-time

Posted 14 days ago

Job description

Description

PenBay is looking for motivated, computer-savvy individuals to work as Remote Pilot Operators. No aviation experience is required, but helpful. Experience as a computer operator, RPO, air traffic control specialist, or (student) pilot is highly desirable. Candidates that have completed aviation studies coursework, are certified in the terminal radar lab or en route lab, or otherwise possess a working knowledge of the FAAO JO 7110.65 are preferred.


Position Summary:


The Remote Pilot Operator (RPO) operates a combination of Cathode Ray Tube (CRT)/keyboard/Voice Communication System (VCS) to simulate the actions and communication of pilots and remote ATC facilities during medium and high-fidelity training exercises. RPOs receive voice commands from students, input proper entries into the automated system to simulate pilot actions, translate displayed information into appropriate ATC terminology, and respond to the student via the VCS utilizing proper phraseology.


PLEASE NOTE: This is NOT a UAS / UAV / RPV Pilot / Operator position



This is a Full-time position



Requirements

Qualifications:


High school diploma or equivalent and at least one (1) year of experience in a comparable position.

Demonstrated minimum keyboard speed of forty (40) wpm with ninety (90) percent accuracy rate

Ability to read and interpret materials such as diagrams and manuals

Ability to speak clearly and be understood

Proficiency with MS Office Suite (Word, Excel, etc), desirable

Basic familiarization of current technologic tools (tablets, notebooks, applications, etc.) a plus

Experience working in a multidisciplinary team, preferred

Candidates will be subject to FAA security screening


Competencies and Skills:


RPO must be laboratory certified within the first 120 days calendar days of reporting for duty at the facility.

Exceptional customer service orientation

Ability to work productively with a wide range of people and co-workers

Effective oral and written communication skills

Effective team building skills

Certification Requirements:


Each new RPO shall complete knowledge and skills tests for each area/sector to be supported.

Each knowledge test will be graded and must be passed with a score of at least 70%.

Upon successful completion of the knowledge tests, the RPO will begin training for the skills tests. The RPO shall observe a previously certified RPO, an FAA employee, or Contractor instructor performing RPO duties on a minimum of five (5) simulation scenarios. The RPO will receive on the job training on at least five (5) but no more than twenty (20) simulation scenarios on each control position to be supported, after which an FAA representative will observe their performance and determine if certification will be granted.

The RPO shall achieve simulation laboratory certification within one hundred twenty (120) days of reporting for duty at the facility.

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