ZipRecruiter

Log In

1

Pilot Jobs in Springfield, MA (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 ...

Imh

Rotor Wing Pilot in Command

Hartford, CT · On-site

$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 ...

Pilot Company

Deli Assistant Manager

Sturbridge, MA · On-site

$55K - $80K/yr

Company Description Pilot Company is an industry-leading network of travel centers with more than 30,000 team members and over 750 retail and fueling locations in 44 states and six Canadian provinces.

Pilot Company

Deli Assistant Manager

Sturbridge, MA

$55K - $80K/yr

Company Description Pilot Company is an industry-leading network of travel centers with more than 30,000 team members and over 750 retail and fueling locations in 44 states and six Canadian provinces.

Pilot Company

Deli Assistant Manager

Sturbridge, MA

$26.78 - $38.81/hr

Company Description Pilot Company is an industry-leading network of travel centers with more than 30,000 team members and over 750 retail and fueling locations in 44 states and six Canadian provinces.

Pilot Flying J

Deli Assistant Manager

Sturbridge, MA · On-site

$55K - $80K/yr

Company Description Pilot Company is an industry-leading network of travel centers with more than 30,000 team members and over 750 retail and fueling locations in 44 states and six Canadian provinces.

Pilot Company

Cashier

Chicopee, MA · On-site

$15.45 - $19.83/hr

Pilot Company offers a dynamic environment where no two days are the same. Team members have the opportunity to build an inclusive atmosphere with their co-workers and make a better day for every ...

Pilot Company

Cashier

Chicopee, MA · On-site

$15.45 - $19.83/hr

Pilot Company offers a dynamic environment where no two days are the same. Team members have the opportunity to build an inclusive atmosphere with their co-workers and make a better day for every ...

Pilot Company

Fuel Attendant

Sturbridge, MA · On-site

$15.76 - $21.43/hr

Pilot Company offers a dynamic environment where no two days are the same. Team members have the opportunity to build an inclusive atmosphere with their co-workers and make a better day for every ...

Pilot Company

Fuel Attendant

Sturbridge, MA

$15.76 - $21.43/hr

Pilot Company offers a dynamic environment where no two days are the same. Team members have the opportunity to build an inclusive atmosphere with their co-workers and make a better day for every ...

Pilot Company

Deli Production Team Member

Chicopee, MA · On-site

$15.76 - $21.43/hr

Pilot Company offers a dynamic environment where no two days are the same. Team members have the opportunity to build an inclusive atmosphere with their co-workers and make a better day for every ...

Pilot Company

Deli Production Team Member

Chicopee, MA · On-site

$15.76 - $21.43/hr

Pilot Company offers a dynamic environment where no two days are the same. Team members have the opportunity to build an inclusive atmosphere with their co-workers and make a better day for every ...

Pilot Company

Cashier

Chicopee, MA · On-site

$15.45 - $19.83/hr

Pilot Company offers a dynamic environment where no two days are the same. Team members have the opportunity to build an inclusive atmosphere with their co-workers and make a better day for every ...

Pilot Company

Deli Production Team Member

Chicopee, MA · On-site

$15.76 - $21.43/hr

Pilot Company offers a dynamic environment where no two days are the same. Team members have the opportunity to build an inclusive atmosphere with their co-workers and make a better day for every ...

next page

Showing results 1-20

All JobsPilot JobsPilot Jobs in Springfield, MA

Pilot information

See Springfield, MA salary details

$49.3K

$130.5K

$200.3K

How much do pilot jobs pay per year?

As of Sep 6, 2026, the average yearly pay for pilot in Springfield, MA is $130,458.00, according to ZipRecruiter salary data. Most workers in this role earn between $99,600.00 and $154,500.00 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 are the most commonly searched types of Pilot jobs in Springfield, MA?

The most popular types of Pilot jobs in Springfield, MA are:

What are popular job titles related to Pilot jobs in Springfield, MA?

For Pilot jobs in Springfield, MA, the most frequently searched job titles are:

What job categories do people searching Pilot jobs in Springfield, MA look for?

The top searched job categories for Pilot jobs in Springfield, MA are:

What cities near Springfield, MA are hiring for Pilot jobs?

Cities near Springfield, MA with the most Pilot job openings:

Pilot jobs near you
Infographic showing various Pilot job openings in Springfield, MA as of August 2026, with employment types broken down into 80% Full Time, and 20% Temporary. Highlights an 100% In-person job distribution, with an average salary of $130,458 per year, or $62.7 per hour.

Jet Pilot

Massachusetts Mutual Life Insurance Company (MassMutual)

Windsor, CT • On-site

$244K - $320K/yr

Full-time

Posted 9 days ago

MassMutual rating

7.8

Company rating: 7.8 out of 10

Based on 37 frontline employees who took The Breakroom Quiz

197th of 315 rated insurance

Job description

Jet Pilot
Aviation Department
Full-time
Bradley International Airport, Windsor Locks, CT
The Opportunity
A key component to the Aviation Department, the Jet Pilot ensures safe, reliable, and flexible transportation for all passengers traveling on corporate aircraft. The Jet Pilot coordinates extensively with passengers, other flight crewmembers, flight scheduling and maintenance management. The position is responsible for the safe and efficient conduct of all assigned flights with scheduled trips with good judgment always prevailing.
The Team
An integral part of the MassMutual Aviation Department, the Jet Pilot Group handles operations domestically and international. We are a department recognized by our corporate stakeholders, principals, customers, and business partners as "The Solution" for complex transportation requirements.
The Impact:
  • Provides excellent customer service to passengers
  • Validates trip details prior to departure
  • Complies with schedules and other directives governing the aircraft's operation
  • Ensures that all flight-planning requirements have been met
  • Operates the aircraft per standard operating procedures and within aircraft limitations
  • Participates in the Safety Management System
  • Maintains currency and proficiency in assigned Flight Department aircraft
  • Assumes any duties delegated by the Chief Pilot and/or Assistant Chief Pilot

The Minimum Qualifications
  • High School Diploma or GED
  • 7+ years experience of corporate aviation, charted operations/121, or military aviation VIP experience
  • Holds an Airline Transport Pilot Certificate with Multi-Engine Rating (fixed wing)
  • Holds a First Class FAA Medical Certificate
  • 3000 hours flight time with 2000 hours as pilot in command
  • Resides within 1.5 hours of the primary job location (Windsor Locks, CT)

The Ideal Qualifications
  • Experience with Falcon 2000LXS and/or Falcon 8X
  • Experience operating Internationally (to include Oceanic operations)
  • Ability to work a non-standard schedule to include nights, weekends, and standby days as determined by the flight schedule
  • Experience working within a corporate flight department
  • Excellent verbal and written communication skills
  • Bachelor Degree
  • Must be eligible to work in the United States without sponsorship now or the in the future

What You Can Expect at MassMutual
MassMutual offers the opportunity to do meaningful work within a purpose-driven organization that values long-term impact over short-term outcomes. In this role, you can expect:
Clear areas of ownership and accountability, with work that connects directly to company and customer outcomes
A collaborative environment where perspectives are welcomed
Access to learning, development, and internal networks that support continuous growth and skill-building over time
Employee-led communities and forums that foster connection, learning, and inclusion across the organization
A culture grounded in integrity, responsibility, and stewardship-supported by a company with a strong legacy and a future-focused mindset
"Employment is contingent upon successfully passing a drug screening, RMV check and background check."
#LI-EG1
Salary Range:
$244,000-$320,100
At MassMutual, we focus on ensuring fair equitable pay, by providing competitive salaries, along with incentive and bonus opportunities for all employees. Your total compensation package includes either a bonus target or in a sales-focused role a Variable Incentive Compensation component.
Why Join Us.
We've been around since 1851. During our history, we've learned a few things about making sure our customers are our top priority. In order to meet and exceed their expectations, we must have the best people providing the best thinking, products and services. To accomplish this, we celebrate an inclusive, vibrant and diverse culture that encourages growth, openness and opportunities for everyone. A career with MassMutual means you will be part of a strong, stable and ethical business with industry leading pay and benefits. And your voice will always be heard.
We help people secure their future and protect the ones they love. As a company owned by our policyowners, we are defined by mutuality and our vision to put customers first. It's more than our company structure - it's our way of life. We are a company of people protecting people. Our company exists because people are willing to share risk and resources, and rely on each other when it counts. At MassMutual, we Live Mutual.
MassMutual is an equal employment opportunity employer. We welcome all persons to apply.
If you need an accommodation to complete the application process, please contact us and share the specifics of the assistance you need.
At MassMutual, we focus on ensuring fair, equitable pay by providing competitive salaries, along with incentive and bonus opportunities for all employees. Your total compensation package includes either a bonus target or in a sales-focused role a Variable Incentive Compensation component. For more information about our extensive benefits offerings please check out our Total Rewards at a Glance.

What MassMutual employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom

Apply