Senior Corporate Pilot (Director Level)

PayPal; San Jose (CA); On-site; USD 180,000 - 260,000; Full time

Benefits offered by this job

Bonus potential

Wellbeing programs

Paid time off

Health insurance

Financial security resources

Job summary

Pilot Assessments seeks a Senior Corporate Pilot (Director Level) to lead end-to-end flight execution, from planning to post-flight reviews, operating company aircraft under FAA regs and PayPal policies while prioritizing safety and discretion.

The role requires 10+ years flying experience, 5,000 hours total (2,000 turbine/multi-engine), ATP certificate and FAA First-Class Medical, plus strong planning, meteorology, risk management, and communication skills.

Qualifications

• Minimum 5,000 hours total flight time, including 2,000 hours turbine/multi-engine.
• Current ATP certificate and FAA First-Class Medical.
• 10+ years of relevant flying experience, or an equivalent blend of education and experience.
• Bachelor’s degree preferred or equivalent experience.
• Expertise in flight planning, meteorology, performance, and risk management.
• Exceptional communication, discretion, and customer-service mindset.
• Proven ability to think clearly and act decisively under pressure.

Responsibilities

• Operate company aircraft safely and efficiently in accordance with regulations and SOPs.
• Create and execute thorough flight plans considering weather, routing, and fuel.
• Conduct comprehensive preflight inspections of aircraft systems and safety equipment.
• Coordinate with air traffic control for clearances, departures, en route operations, and arrivals.
• Manage abnormal and emergency situations using established procedures.
• Uphold passenger safety and comfort, communicating flight details discreetly and professionally.
• Maintain rigorous documentation and regulatory compliance across logs and records.

Skills

Flying experience

Flight planning

Meteorology

Performance

Risk management

Communication

Discretion

Customer service mindset

Decision making under pressure

Education

Bachelor's degree preferred (or equivalent experience)

Tools

ATP certificate

FAA First‑Class Medical

Job description

About the role

The Senior Corporate Pilot (Director Level) is responsible for end-to-end flight execution—from detailed planning and preflight inspections to in-flight decision-making and post-flight reviews. You’ll operate company aircraft in full compliance with FAA regulations and PayPal policies while ensuring passenger safety, comfort, and confidentiality.

What you’ll do

• Operate company aircraft safely and efficiently in accordance with all applicable regulations and company SOPs.
• Create and execute thorough flight plans, considering weather, routing, alternates, performance, and fuel requirements.
• Conduct comprehensive preflight inspections of aircraft systems, avionics, engines, landing gear, and safety equipment.
• Coordinate with air traffic control for clearances, departures, en route operations, and arrivals.
• Manage abnormal and emergency situations using established procedures and sound judgment.
• Uphold passenger safety and comfort, communicating flight details and addressing needs discreetly and professionally.
• Maintain rigorous documentation and regulatory compliance across logs, checklists, and operational records.

What you’ll bring

• 10+ years of relevant flying experience, or an equivalent blend of education and experience.
• Bachelor’s degree preferred (or equivalent experience).
• Minimum 5,000 hours total flight time, including 2,000 hours turbine/multi‑engine.
• Current ATP certificate and FAA First‑Class Medical.
• Expertise in flight planning, meteorology, performance, and risk management.
• Exceptional communication, discretion, and customer-service mindset.
• Proven ability to think clearly and act decisively under pressure.

Licenses & compliance

• Required Licenses: ATP (Unrestricted or Restricted)
• Medical: Current FAA First‑Class Medical Certificate
• Regulatory: Full adherence to FAA regulations and PayPal operating policies

Travel & schedule

This role involves approximately 90% travel, with variable scheduling aligned to executive and business needs.

Benefits & rewards

• Competitive compensation with potential annual performance bonus, equity, and other incentives.
• Comprehensive, choice-based wellbeing programs.
• Generous paid time off.
• Healthcare coverage for employees and families.
• Resources supporting financial security and mental health.