Mutual Opportunities
Jet Pilot
Windsor Locks, Connecticut
Thank you to our employees for voting us one of the top places to work in Massachusetts for five consecutive years!
Overview
A career with us means you’ll work alongside exceptional people and be empowered to reach your professional and personal goals. Our employees are at the foundation of what enables MassMutual to deliver on our purpose to help people secure their futures and protect the ones they love.
We embrace the idea that we all are stronger and better through our support for one another. We strive to create a culture where employees feel valued and are celebrated for who they are.
“Since our founding in 1851, mutuality has put our policyowners at the center of everything we do. At our core, we’re a company of people helping people in their time of need, and that spirit extends to the culture we’ve built at our company. Our employees support and rely on each other each day, collaborating to deliver the best solutions for our customers and help millions more secure their future and protect the ones they love.”
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 to Expect as Part of MassMutual and the Team
Regular meetings with the Jet Pilot Group
Focused one-on-one meetings with your manager
Networking opportunities including access to Asian, Hispanic/Latinx, African American, women, LGBTQIA+, veteran and disability-focused Business Resource Groups
Access to learning content on Degreed and other informational platforms;
Your ethics and integrity will be valued by a company with a strong and stable ethical business with industry leading pay and benefits
“Employment is contingent upon successfully passing a drug screening, RMV check and background check.”
#LI-MM1
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.
California residents: For detailed information about your rights under the California Consumer Privacy Act (CCPA), please visit our California Consumer Privacy Act Disclosures page.
MassMutual will accept applications on an ongoing basis until such time as a candidate has been offered employment. The job description includes the main duties of this position, which may evolve over time. You may be required to perform other duties not listed.
It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment.
Salary Range: $244,000-$320,100
Hiring Process
Explore
Explore our open jobs by clicking 'search jobs' to find a position that aligns with your experience and skills. You may also consider joining our Talent Network.
Apply
Click the “apply” button on that job posting to complete and submit your application. Your application will be reviewed by a recruiter, which, due to the volume of applications received, may take some time as we carefully consider each application.
Screen
After your application has been reviewed, if you meet the qualifications for the role, a recruiter will reach out to you to start a conversation.
Interview
If you are invited for an interview, you will be scheduled to meet with the hiring manager and hiring team.
Offer
If you are extended an offer to join MassMutual and accept, your start will be contingent upon a satisfactory background check.
Hire
If you accept the offer, we will be so excited to welcome you to the MassMutual community!
If you need an accommodation to complete the application process, please contact us and share the specifics of the assistance you need.
By the numbers*
- 85% of employee respondents say they are proud to work at MassMutual
-
90
% of employee respondents say the work they do at MassMutual is meaningful - 85% of employee respondents say they feel encouraged to come up with new and better ways of doing things
*Source: 2025 MassMutual employee engagement survey
Award-Winning Culture
MassMutual is guided by a single purpose: We help people secure their future and protect the ones they love. As a company operated for the benefit of our members and participating policyowners, we are defined by mutuality and our vision to provide financial well-being for all Americans. 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.
We strive to build a thriving community where everyone is valued, included, and feels that they belong.
At MassMutual, we Live Mutual.
How We Work
MassMutual’s flexible workplace approach combines the importance of connecting in person and the flexibility of working remotely. Our hybrid model puts collaboration first with employees coming in at least three days per week to our spectacular campus settings and also enjoying the flexibility of remote Fridays, company-wide remote weeks, and a bank of flexible remote weeks to use throughout the year.
Benefits for the whole you (and your loved ones)
There’s more to your life than your job and there’s more to your aspirations than a paycheck. We take a holistic view of compensation and benefits that provides the flexibility to create a healthy balance in your life for work, family, and community. We offer the benefits you’d expect, like medical, dental, 401(k), and generous vacation time, but we also offer ones you might not expect, like three paid days for volunteering, a $1,250 annual Well-Being Wallet, and up to 320 hours of caregiver leave.
Explore some of our offerings below. Benefit details can be found here.
Why MassMutual?
Kevin
Compliance Consultant
Seth
Service Management Consultant
Kymberly
Head of Experience Journey Mapping
where we work
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