Executive Corporate Pilot & Flight Operations Lead

Pilot Assessments

San Jose, Northern (CA, KY)

Hybrid

USD 180,000 - 240,000

Full time

3 days ago
Be an early applicant
Application generator

Stand out for this role — generate a tailored resume and cover letter in about a minute.

Get past ATS filters

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

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.

Get your free, confidential resume review.

or drag and drop your file here.

Similar jobs

Similar jobs worth comparing

Senior Corporate Pilot (Director Level)
Senior Corporate Pilot (Director Level)

Pilot Assessments • San Jose (CA), Northern (KY)

Hybrid
USD 180,000 - 240,000
Director of Corporate Aviation & Flight Operations
Director of Corporate Aviation & Flight Operations

All Aviation Jobs • San Jose (CA)

On-site
USD 218,000 - 324,000
Hybrid work model
Director, Global Flight Operations & Safety
Director, Global Flight Operations & Safety

PayPal • San Jose (CA)

On-site
USD 218,000 - 324,000
Annual bonus
Equity
Other incentive compensation
Senior Corporate Flight Captain & VIP Service Leader
Senior Corporate Flight Captain & VIP Service Leader

Pilot Assessments • Stratford (CT), Northern (KY)

Hybrid
USD 120,000 - 190,000
Competitive pay
Medical, dental, vision insurance
401(k) with employer match
+2
Executive Flight Captain (PIC) – Corporate Aviation Leader
Executive Flight Captain (PIC) – Corporate Aviation Leader

Pilot Assessments • San Antonio (TX)

On-site
USD 150,000 - 230,000
Founding Chief Pilot - Build Our Corporate Flight Dept
Founding Chief Pilot - Build Our Corporate Flight Dept

Pilot Assessments • Columbia Township (MO), Northern (KY)

Hybrid
USD 150,000 - 210,000
Executive Flight Operations Leader (ATP, Jet Experience)
Executive Flight Operations Leader (ATP, Jet Experience)

Pilot Assessments • City of Rochester (NY), Northern (KY)

Hybrid
USD 261,000 - 354,000
Paid time off
Medical insurance
Dental insurance
+2
Chief Pilot: Flight Operations & Safety Leader
Chief Pilot: Flight Operations & Safety Leader

AVIATION ADVISOR INC • Kenosha (WI), Northern (KY)

Hybrid
USD 120,000 - 180,000
Executive Jet PIC — Lead Safe, High-Impact Flights
Executive Jet PIC — Lead Safe, High-Impact Flights

Pilot Assessments • Cincinnati (OH), Northern (KY)

Hybrid
USD 120,000 - 180,000
Home-Based Corporate Jet Pilot | Elite Private Flight Ops
Home-Based Corporate Jet Pilot | Elite Private Flight Ops

Pilot Assessments • Northern (KY)

Hybrid
USD 140,000 - 210,000