Wheels Up Pilot Jobs (NOW HIRING)

Join Our Team at Wheels Up

At Wheels Up, we're proud to be a global leader in on-demand private aviation. As one of the largest companies in the industry and a strategic partner of Delta Air Lines - we are committed to making private air travel safe, reliable, and enjoyable. With a diverse fleet of owned aircraft plus a global network of trusted charter operators, we offer our customers access to the right aircraft for their needs and the ability to fly on their terms.

And it doesn't stop at private flights. Wheels Up also provides freight services, safety and security solutions, and managed services to individuals, businesses, government agencies, and more. Regardless of how, when or where you want to fly, our mission is simple; deliver a premium, personalized aviation experience for every customer.

We anticipate closing applications submissions for this role on (09/10/2026). If the deadline is extended, we will update this job posting accordingly.

Role Overview: What You'll Be Doing

The Operations Support Specialist - Flight Operations role supports Wheels Up pilots through compensation administration, bonuses, training agreements, role and aircraft transitions, and coordination with Training, Safety, HR, Crew Planning, and Crew Scheduling. This role also serves as the primary point of contact for pilot inquiries through the Crew Support mailbox, providing timely support, direction, and resolution.

Work Location: This role will be based in the Member Operations Center (MOC) in Chamblee, GA, with the expectation that the selected candidate will work from the MOC at least one week per month initially, with the opportunity and expectation to transition to a full-time MOC-based schedule over time.

Your Key Responsibilities (Essential Functions)

• Administer and maintain accurate pilot compensation programs, including annual pay increases, premium pay, flight-hour pay, referral bonuses, and training agreement payments and repayments.
• Serve as a primary point of contact for pilot inquiries received through the Crew Support mailbox, providing timely, accurate, and professional responses while triaging issues to the appropriate department when needed.
• Coordinate with Training, Safety, Human Resources, Crew Planning, Crew Scheduling, and other operational teams to support pilots as they transition between roles, aircraft, training, and active/inactive duty status.
• Maintain accurate and timely pilot records, including safety-sensitive employee records and documentation required for compliance and operational purposes.
• Obtain and maintain a strong working knowledge of applicable regulatory, company, and operational requirements and ensure records and processes remain compliant.
• Review and apply company policies and procedures related to pilot operations, compensation, records, and compliance while identifying opportunities to improve efficiency, accuracy, and the pilot experience.
• Perform data entry, reconciliation, auditing, and quality-control activities across recordkeeping systems, spreadsheets, and other operational platforms.
• Research, resolve, and respond to questions regarding pilot records, compensation, status, and other operational support matters, escalating complex issues appropriately.
• Support department initiatives and operational processes related to aircraft, crew, and the Wheels Up operating certificate.
• Maintain confidentiality and exercise sound judgment when handling sensitive pilot, compensation, employment, and operational information.
• Identify trends, recurring issues, and process gaps and recommend solutions that improve accuracy, consistency, efficiency, and customer service.
• Perform other duties and responsibilities as assigned in support of the evolving needs of Wheels Up operations.

What You Bring to the Table: Education & Certification Requirements

We're looking for someone who has a unique mix of experience, skills, and passion for what we do:

• Proficiency with Microsoft Office, including Excel, Word, Outlook, and OneDrive/SharePoint and DocuSign.
• Strong organizational skills with the ability to manage multiple priorities, meet deadlines, and adapt to changing business needs.
• Exceptional attention to detail and accuracy when working with employee records, compensation information, data, and other sensitive documentation.
• Strong written and verbal communication skills with the ability to provide clear, professional, and timely responses to pilots and internal partners.
• Ability to research issues, exercise sound judgment, identify solutions, and appropriately escalate matters when necessary.
• Ability to learn, interpret, and apply company policies, procedures, and applicable compliance requirements.
• Strong customer-service mindset and the ability to build effective working relationships across multiple departments.
• Ability to work independently while contributing effectively to a collaborative team environment.
• Demonstrated ownership, accountability, and a proactive, "get-it-done" approach to supporting pilots and business operations.
• Ability to handle confidential and sensitive employee information with professionalism and discretion.

The Extras We Value (Preferred Requirements)

While not mandatory, here are some additional things that would make you stand out:

• Previous experience in aviation, airline, or Part 135 operations.
• Wheels Up experience, particularly in Crew Scheduling, Crew Planning, Logistics, Flight Control, Training, or other operational support functions.
• Experience supporting pilots, flight crews, or other safety-sensitive employees.
• Familiarity with crew scheduling systems, flight operations, crew logistics, pilot records, or other aviation operational systems.
• Experience administering or supporting employee compensation, incentive programs, bonuses, or training agreements.
• Experience working with HRIS, crew management, records management, or other enterprise systems.
• Experience with data reconciliation, auditing, reporting, quality control, or maintaining large volumes of detailed records.
• Demonstrated experience identifying process gaps and implementing improvements that increase efficiency, accuracy, or consistency.
• Knowledge of compliance practices, auditing techniques, root cause analysis, and problem-solving methodologies.
• Experience working in a high-volume operational environment where priorities can change quickly and timely response is critical.

Physical Requirements

We want to make sure you're fully equipped for success. Here's a look at any physical requirements needed for this role:

• Ability to work effectively in a primarily office-based environment for extended periods of time.
• Ability to sit, stand, and move throughout the workday as needed.
• Ability to use a computer, keyboard, mouse, telephone, and other standard office equipment.
• Ability to communicate effectively in person, by telephone, and through electronic communication.
• Ability to occasionally lift, carry, or move office materials and equipment weighing up to 20 pounds.
• Ability to perform visual tasks, including reading computer screens, documents, and detailed records.

Salary Range & Benefits

At Wheels Up, we believe in fair compensation based on experience, skills, and qualifications. The compensation for this role ranges from $80,000/Yr. to $110,000/Yr., depending on a variety of factors. We don't typically start individuals at the top of the salary range; your place within the range is based on what you bring to the table. Additionally, you may be eligible for a discretionary annual incentive program, which rewards individual and organizational performance.

We also offer a range of benefits designed to support your well-being and personal life, including:

• Tuition Reimbursement
• Competitive 401(k)
• Comprehensive Medical, Dental, and Vision Insurance
• Complimentary access to mental health and wellness counseling through Spring Health
• Financial planning assistance
• A variety of additional programs and services in support of your total well-being

Everyone is welcome here

Each of us is unique, and that's what makes us amazing. We believe there's power in bringing people with different backgrounds, points of view and life experiences together. So, bring yourself and your best ideas.

Wheels Up is committed to a policy of equal employment opportunity for applicants and employees. It is our policy to apply recruiting, hiring, training, promotion, compensation and professional development practices and make all other employment decisions without regard to actual or perceived race, color, religion, sex, national origin, age, disability, pregnancy status, genetic information, or any other characteristic protected by federal, state or local laws, regulations or ordinances.

Because when we feel safe and comfortable being ourselves, there's no limit to what we can achieve.

Need Accommodations?

If you have a disability or are a disabled veteran and need assistance with applying, please reach out to us at hr@wheelsup.com. Simply include "Accommodation Request" in the subject line so we can quickly address your needs.

We look forward to learning more about you and how you can contribute to the Wheels Up journey!