Citation CJ3/CJ2/CJ1 Second-in-Command (SIC) Pilot – Chicago/Milwaukee Area

Pilot Assessments; Chicago, Northern (IL, KY); Hybrid; USD 120,000 - 180,000; Full time

Job summary

Pilot Assessments in the Chicago area seeks a capable Second-in-Command to operate CJ3, CJ2, and CJ1 aircraft across the greater Chicago–Milwaukee corridor. The role emphasizes safety, professional conduct, and meticulous adherence to SOPs while delivering exceptional passenger care.

Ideal candidates bring 1,500 hours total time, 100 hours multi-engine time, ATP eligibility, and a current First Class Medical. Residency within a two-hour drive of KARR is required; Bachelor’s degree is a plus.

Qualifications

• 1500 hours Total Time required.
• 100 hours Multi-Engine Time required.
• ATP or ATP Written qualification required.
• Multi-Engine Land rating.
• Current First Class Medical Certificate.
• Proficient in radiotelephone communications.
• Able to pass drug testing and TSA background screening.
• Eligible for airport ID badge and ramp driving privileges.
• Reside within a two-hour commute of KARR.
• High School Diploma required.

Responsibilities

• Serve as Second-in-Command on CJ3/CJ2/CJ1 missions.
• Uphold safety, airmanship and professionalism on every leg.
• Follow SOPs with disciplined checklists and risk management.
• Deliver effective crew coordination, clear communications and passenger care.
• Maintain flight readiness, currency and regulatory compliance.

Skills

Total Time 1500

Multi-Engine Time 100

ATP or ATP Written

Multi-Engine Land

First Class Medical

Radiotelephone Proficiency

Drug TSA background

Airport ID badge eligibility

Ramp driving privileges

Education

High School Diploma

Bachelor's degree

Job description

What you'll do

• Serve as Second-in-Command on Citation CJ3/CJ2/CJ1 missions across the greater Chicago–Milwaukee corridor.
• Uphold the highest standards of safety, airmanship, and professionalism on every leg.
• Execute SOPs with disciplined checklist use and sound risk management in Part 91/135 environments.
• Deliver smooth crew coordination, clear communications, and exceptional passenger care.
• Maintain flight readiness, currency, and compliance with all regulatory and company requirements.

Minimum qualifications

• 1,500 hours Total Time
• 100 hours Multi-Engine Time
• ATP or ATP Written
• Multi-Engine Land rating
• Current First Class Medical Certificate
• Proficient in radiotelephone communications
• Able to pass drug testing and TSA background screening
• Eligible for airport ID badge and ramp driving privileges
• Valid passport and driver's license
• Reside within a two-hour personal commute of KARR
• High School Diploma (required)

Preferred

• Bachelor's degree

Where you'll fly

Based in the greater Chicagoland–Milwaukee area with operations conducted under FAR Part 91 and 135. Expect departures frequently associated with KARR and surrounding airports in Illinois and Wisconsin.

What sets this role apart

• Fly a respected light-jet fleet (CJ3/CJ2/CJ1) with a safety-first, standards-driven team.
• Build quality turbine experience in both Part 91 and 135 operations.
• Direct line to the Chief Pilot with a culture of professionalism and reliability.