Onward
and upward

Why Jet OUT?

We have an outstanding track record as an industry leading private aviation company and we value all of our team members. If you are passionate about the business and have the right skills, we invite you to join our team. Why Jet OUT? With competitive salary, medical benefits, as well as a retirement program. Jet OUT may have the perfect career for you — from Pilot to Dispatch and everything in between.

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Our pilot recruiting guide provides full details on Jet OUT's exceptional pilot benefits.

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Pilot career opportunities

Base Chief Pilot – Milwaukee, WI

Location
  • Milwaukee, WI
  • Must reside within a one-hour drive of the Milwaukee area
Summary

Jet OUT is seeking a Base Chief Pilot for our Milwaukee, Wisconsin base. Reporting to the System Chief Pilot, the Base Chief Pilot provides day-to-day leadership, mentorship, and operational oversight for pilots assigned to the Milwaukee base.

This is a flying leadership role designed for a pilot who is respected on the line, comfortable holding standards, and committed to supporting a professional, accountable, and pilot-focused culture. The Base Chief Pilot will help ensure consistent execution of Jet OUT procedures, support training and checking activities, assist with pilot development, and serve as a trusted resource for both pilots and flight department leadership.

This role is intended for a pilot leader who wants more than a title — someone who wants to help build, lead, and protect the standard at one of Jet OUT’s most important bases.

The ideal candidate is approachable, organized, credible, and visible. This person should be comfortable leading by example, communicating directly, resolving issues professionally, and helping build a base culture that reflects Jet OUT’s standards across the system.

Responsibilities
  • Serve as the direct supervisor and primary point of contact for pilots assigned to the Milwaukee base.
  • Report to the System Chief Pilot and maintain close communication regarding base operations, pilot performance, staffing, scheduling, and operational needs.
  • Maintain proficiency and currency as a CJ4 Pilot-in-Command and lead by example as a professional line pilot and base-level flight department leader.
  • Support pilot standardization and the consistent execution of Jet OUT policies, SOPs, checklists, manuals, and operational expectations.
  • Serve as the assigned on-call Base Chief Pilot when scheduled, providing timely leadership support for pilot, operational, safety, crew readiness, and base-level issues requiring Chief Pilot involvement outside normal business hours.
  • Mentor new hires, support pilot development, and participate in pilot interviews, selection, onboarding, and retention efforts as requested.
  • Assist with recurrent training, local training coordination, pilot readiness, and required checking events, including 135.293 and 135.299 events, when authorized and qualified.
  • Coordinate with the System Chief Pilot, Training Manager, Scheduling, Dispatch, and other operational leaders to support flight crew readiness and base performance.
  • Conduct regular pilot performance reviews and provide coaching, feedback, and development support.
  • Address pilot performance, interpersonal, or disciplinary matters at the base level, escalating when appropriate.
  • Manage and coordinate local pilot schedules in alignment with company operational needs.
  • Support base-level communication, implementation of updated procedures and policies, safety and security initiatives, local service provider relationships, and other duties assigned in support of Jet OUT’s growth, safety, and operational performance.
Required Qualifications
  • Minimum two years of experience in Part 135 and/or Part 121 operations
  • Minimum one year of experience as PIC in turbojet operations
  • ATP certificate with AMEL privileges
  • Current First Class Medical Certificate
  • Minimum 3,500 hours total time
  • Minimum 1,500 hours multi-engine time
  • Minimum 500 hours turbofan time
  • Valid driver’s license
  • FCC Restricted Radiotelephone Operator Permit
  • Must reside or be willing to relocate within one hour of the Milwaukee area
  • Strong working knowledge of FAA regulations, company manuals, flight operations standards, and professional pilot expectations
  • Demonstrated ability to lead, mentor, and communicate effectively with pilots
Preferred Qualifications
  • CE-525 type rating
  • Citation CJ4 operating experience
  • 100 hours or more in CE-525C aircraft
  • Previous Part 135 PIC experience
  • Previous check pilot, instructor, training captain, lead pilot, assistant chief pilot, or base leadership experience
  • International operating experience
Benefits
  • 401K with Company Matching
  • Health, Dental, and Vision Insurance
  • Short Term Disability
  • Long Term Disability
  • Group Term Life Insurance
  • HSA
  • 3 weeks PTO
  • Holidays off

How To Apply

Please submit your cover letter and resume to Anne Pavlik at careers@jetout.com.

CJ4 Captain – Dallas, TX

Location

Dallas, TX - Non-Commutable

Summary
  • Part 135 and Co-Ownership program
  • 7/7 schedules with built-in flexibility
  • Not on call 24/7
  • The majority of our trips return to base the same day
  • No airline travel to where your trip begins
Benefits
  • 401(k) with company matching
  • Health, Dental, and Vision Insurance
  • HSA
  • Loss of Medical Insurance, short and long-term disability
  • Life Insurance
  • Paid Meals
  • Paid Vacation
  • 11% profit sharing contribution to employees 401(k)
Required Qualifications
  • ATP Pilot Certificate AMEL
  • Current 1st Class Medical Certificate
  • 3,500 TT
  • 1,500 Turbine PIC
  • Valid Driver’s License
  • Valid US Passport with no restrictions
  • FCC Operator Permit
  • Able to travel unrestricted to Canada, Mexico, and all countries in the Caribbean.
  • No incidents, accidents, or FAA sanctions within the last five years
  • Ability to lift 50-75 lbs.
Preferred Qualifications
  • CE-525 PIC type rating
  • 250 hours in type
  • 2,500 hours multi-engine
  • Proficient in ProLine21 Avionics Suite
  • Part 121 or part 135 Experience
Bonus Opportunity
  • To meet the bonus criteria applicants must first be approved by insurance to act as PIC after completion of Jet OUT Captain OE (25 hours), already hold a PIC CE-525 type rating, and successfully complete initial training.

How To Apply

Please submit your cover letter and resume to Anne Pavlik at careers@jetout.com.

CJ4 Captain – Opa-locka, FL

Location

Opa-locka, Florida

Summary

• Part 135 and Co-Ownership program
• 7/7 schedules with built-in flexibility
• Not on call 24/7
• The majority of our trips return to base the same day
• No airline travel to where your trip begins

Required Qualifications
  • ATP Pilot Certificate AMEL
  • Current 1st Class Medical Certificate
  • 3,500 Total Time
  • 1,500 Turbine PIC
  • Valid Driver’s License Valid US Passport with no restrictions FCC Operator Permit
  • Able to travel unrestricted to Canada, Mexico, and all countries in the Caribbean
  • No incidents, accidents, or FAA sanctions within the last five years
  • Ability to lift 50-75 LBS
Preferred Qualifications
  • CE-525 PIC type rating
  • 250 hours in type
  • 2,500 hours multi-engine
  • Proficient in ProLine 21 Avionics Suite
  • Part 121 or part 135 Experience
Benefits
  • 401(k) with company matching
  • Health, Dental, and Vision Insurance
  • HSA
  • Loss of Medical Insurance, short and long-term disability
  • Life Insurance
  • Paid Meals
  • Paid Vacation
  • 11% profit-sharing contribution to employee 401(k)
Bonus Opportunity

To meet the bonus criteria applicants must first be approved by insurance to act as PIC after completion of Jet OUT Captain OE (25 hours), already hold a PIC CE-525 type rating, and successfully complete initial training.

How To Apply

Please submit your cover letter and resume to Anne Pavlik at careers@jetout.com.

CJ4 First Officer – Opa-locka, FL

Location

Opa-locka, FL

Summary
  • Part 135 and Co-Ownership program
  • 7/7 schedules with built-in flexibility
  • Not on call 24/7
  • The majority of our trips return to base the same day
  • No airline travel to where your trip begins
Required Qualifications
  • Eligible for an ATP or R-ATP AMEL certificate
  • Current 1st Class Medical Certificate
  • 1,500 Total Time (*may be lower if eligible for the R-ATP)
  • 25 Multi-Engine Time
  • Professional Flying Experience
  • Valid Driver’s License; Valid US Passport with no restrictions; FCC License
  • Able to travel unrestricted to Canada, Mexico, and all countries in the Caribbean
  • Ability to lift 50-75 LBS
Preferred Qualifications
  • ATP-CTP Written Complete
  • 200 Turbine Time
Benefits
  • 401(k) with company matching
  • Health, Dental, and Vision Insurance
  • HSA
  • Loss of Medical Insurance, short- and long-term disability
  • Life Insurance
  • Paid Meals
  • Paid Vacation
  • 11% profit sharing contribution to employees’ 401(k)

Job Type: Full-time
Work Location: In person

How To Apply

Please submit your cover letter and resume to Anne Pavlik at careers@jetout.com.

CJ4 First Officer – Dallas, TX

Location

Dallas / Fort Worth, TX

Summary
  • Part 135 and Co-Ownership program
  • 7/7 schedules with built-in flexibility
  • Not on call 24/7
  • The majority of our trips return to base the same day
  • No airline travel to where your trip begins
Required Qualifications
  • Eligible for an ATP or R-ATP AMEL certificate
  • Current 1st Class Medical Certificate
  • 1,500 Total Time (*may be lower if eligible for the R-ATP)
  • 25 Multi-Engine Time
  • Professional Flying Experience
  • Valid Driver’s License; Valid US Passport with no restrictions; FCC License
  • Able to travel unrestricted to Canada, Mexico, and all countries in the Caribbean
  • Ability to lift 50-75 LBS
Preferred Qualifications
  • ATP-CTP Written Complete
  • 200 Turbine Time
Benefits
  • 401(k) with company matching
  • Health, Dental, and Vision Insurance
  • HSA
  • Loss of Medical Insurance, short- and long-term disability
  • Life Insurance
  • Paid Meals
  • Paid Vacation
  • 11% profit sharing contribution to employees’ 401(k)

Job Type: Full-time
Work Location: In person

How To Apply

Please submit your cover letter and resume to Anne Pavlik at careers@jetout.com.

Sales department positions

Charter Sales Manager – West Coast

Location
  • West Coast - Remote Considered
Summary

The Charter Sales Manager plays a critical role in driving Jet OUT’s charter business, serving as the direct link between high-value clients, brokers, and our operations team. You’ll manage the full charter sales cycle from engaging prospective clients and preparing tailored solutions to overseeing flawless trip execution. This is an individual contributor role, but you’ll work closely with the Vice President of Revenue, Charter Operations, and Client Experience teams. We’re looking for someone who thrives in a high-performance, fast-paced environment and can confidently represent Jet OUT’s premium brand to the market.

Job Responsibilities
  • Drive Charter Revenue: Generate new business opportunities and convert inbound inquiries into booked trips, delivering customized solutions for both retail and wholesale clients.
  • Deliver a Premium Client Experience: Build strong, lasting relationships with clients and brokers, ensuring Jet OUT is their trusted partner for private travel.
  • Lead Deal Execution: Develop accurate pricing proposals, manage negotiations, and oversee every step of the sales cycle — from inquiry to completed flight.
  • Optimize Fleet Utilization: Identify opportunities to maximize aircraft efficiency through back-to-back trips and empty leg matching, creating incremental revenue while enhancing client value.
  • Collaborate Cross-Functionally: Work closely with our Operations team to ensure seamless trip execution and elevated service at every touchpoint.
  • Represent Jet OUT: Serve as a brand ambassador at client meetings, trade shows, and industry events to grow your personal network and Jet OUT’s market presence.
Requirements
  • Experience: 3+ years in private aviation sales, charter brokerage, luxury travel, or other high-value, relationship-driven sales roles.
  • Proven Performance: A strong track record of closing deals and exceeding revenue targets.
  • Industry Knowledge: Understanding of retail vs. wholesale charter dynamics, fleet positioning, and Part 135 operations.
  • Tech-Enabled Sales Skills: Comfortable using CRM tools like HubSpot and FMS platforms like FL3XX to manage leads, opportunities, and booked trips.
  • Relationship Builder: Exceptional interpersonal skills and a natural ability to establish trust with discerning clients and partners.
  • Driven & Competitive: Self-motivated with a strong desire to win in a fast-moving, performance-oriented environment.
  • Willingness to travel for industry events and customer meetings.
Benefits
  • 401(k) with company matching
  • Health, Dental, and Vision Insurance
  • HSA
  • 3 weeks PTO
  • Life Insurance
  • Up to 11% profit sharing contribution to employees 401(k)
Why join Jet OUT?
  • Brand-New Fleet: Fly clients on the latest Cessna Citation CJ4 Gen2 aircraft, a competitive edge in the charter market.
  • Innovative Model: Day-based Co-Lease and Co-Ownership programs generate qualified leads and unique value propositions.
  • Growth Environment: Direct visibility with senior leadership and the opportunity to shape Jet OUT’s expansion into new markets.
  • Culture: Entrepreneurial, collaborative, and performance-driven — where innovation and accountability fuel our success
How To Apply

Submit your cover letter and resume to Anne Pavlik via email at careers@jetout.com, or Indeed.com.

Sales Director – West Coast, USA

Location
  • West Coast, USA
Summary

As the Sales Director, you will drive revenue growth within your territory by identifying new business opportunities and building lasting relationships with customers. You will be the face of Jet OUT, showcasing the benefits of Co-Ownership and ensuring our customers have an exceptional experience from start to finish. Rewarding commission incentive plan with a solid base salary.

Job Responsibilities
  • Prospecting & Growth
    Identify and engage with potential customers, building trust and effectively closing deals to maximize growth potential in the territory.
  • Market Intelligence & Strategy
    Conduct competitive market analysis, develop and implement strategic sales strategies, and adjust positioning to grow our market leadership.
  • Customer Relationship Management
    Maintain and enhance relationships with existing customers, assist with onboarding, and document all interactions in HubSpot, our core CRM tool.
  • Collaboration & Professional Development
    Work alongside the marketing team to create exceptional customer experiences, stay updated with industry trends, and promote a positive safety culture.
Requirements
  •  A driven sales professional with a high school diploma (college degree in business with a sales emphasis preferred).
  • Minimum of 5 years of sales experience, preferably in the aviation or luxury goods sector.
  • Excellent written and verbal communication skills, organizational abilities, and multitasking skills.
  • Proficiency in HubSpot and a strong understanding of business financial and tax areas.
  • A team-oriented mindset with high energy, thirst for knowledge, and a courteous demeanor.
Benefits
  • 401(k) with company matching
  • Health, Dental, and Vision Insurance
  • HSA
  • 3 weeks PTO
  • Life Insurance
  • Up to 11% profit sharing contribution to employees 401(k)
How To Apply

Submit your cover letter and resume to Anne Pavlik via email at careers@jetout.com, or Indeed.com.

Non-flying career opportunities

Maintenance Controller

Location
  • Milwaukee, WI
Summary

This will be the first member of what will become a 4-person team. Initially you will work 4 x 10hr shifts Tuesday – Friday (1 PM-11 PM).  When fully staffed, there will be a 1st shift (4am-2pm) and 2 nd shift(1 pm-11 PM) and they will be 4on – 4off that will continually rotate but can be tracked through the year. The MXC staff will work at the Jet OUT headquarters office in the OCC alongside the dispatch team.

Job Responsibilities

  • Central point of contact for front-line crewmembers and all maintenance-related matters.
  • Ensures adherence to Jet OUT’s quality standards and compliance with regulations.
  • Provide real-time support and release authority squawks/deferrals on our fleet.
  • Log and track squawks and AOG information into Jet OUT’s squawk log for data tracking.
  • Coordinate repairs through outside or in-house MX as appropriate, following the FAA regulations and Jet OUT’s GOM.
  • Tracking scheduled MX and coordinating with DOM and/or service centers.
  • Tracking of deferred MX and coordinating the resolutions.
  • Vetting outside service providers and maintaining appropriate records.
  • Give daily and end-of-week updates to the DOM.
  • Review WO statuses for completion and follow up after MX events.
  • Create and maintain an open/deferred discrepancy dashboard.
  • Update Jet OUTs next due board hours and cycles.
  • This person will be instrumental in developing Jet OUT’s MX control department and SOPs.
Requirements
  • FAA Airframe and Powerplant license
     
  • 5 years of line maintenance and troubleshooting experience
     
  • Strong working knowledge of FAA regulations
     
  • Great organizational and communication skills
     
  • Must be able to pass a drug screen and acquire a SIDA badge
     
  • Legally eligible to work in the United States
     
  • Have prior Cessna Citation experience
     
  • Have prior MXC experience
Benefits

  • Company benefits (health, vision, dental) info available upon request
  • Robust 401K with a matching program and a profit-sharing program
  • 3 weeks’ vacation (12 days)
  • Annual reviews as well as industry reviews regarding compensation levels
  • Jet OUT has a relocation assistance program
How To Apply

Submit your cover letter and resume to Anne Pavlik via email at careers@jetout.com, or Indeed.com.