Executive Corporate Pilot - Director, 90% Travel, Equity

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

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.