Senior Corporate Pilot (Director Level)

Pilot Assessments; San Jose, Northern (CA, KY); Hybrid; USD 180,000 - 240,000; Full time

Job summary

Pilot Assessments is seeking a Senior Corporate Pilot (Director Level) to lead end-to-end flight execution, from planning to post-flight reviews, in compliance with FAA regulations and PayPal policies. You’ll operate company aircraft with a focus on safety, confidentiality, and passenger comfort.

Role involves bold travel with high discretion, superb communication, and meticulous record-keeping across logs and checklists to support executive movements and corporate priorities.

Qualifications

• 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.

Responsibilities

• 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.

Skills

Flying experience

Bachelor's degree

5000 hours

ATP certificate

First‑Class Medical

Flight planning

Risk management

Communication skills

Education

Bachelor’s degree or equivalent experience

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.