Jet Pilot

Aviation Department

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

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(opens in new window) page.