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

CJ4 Captain – Milwaukee, WI

Location

Milwaukee, WI

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)
Salary
  • From $135,000 per year 
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 – Scottsdale, AZ

Location

Scottsdale, AZ (SDL) - 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 – 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 Daniel Gerard at careers@jetout.com.

CJ4 Captain – Fort Lauderdale, FL

Location

Fort Lauderdale, 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
  • 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)
Salary
  • From $135,000 per year 
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.

Base Chief Pilot - Dallas, TX

Location

Dallas/Fort Worth, TX

Summary

Jet OUT is looking for a Base Chief Pilot to help support and maintain a high level of professionalism and safety within our flight department. The Base Chief Pilot will be the direct supervisor and primary point of contact for all pilots assigned to the base. Your primary role will be to support the pilots and other flight department personnel and facilitate positive communication channels between the base employees and the Jet OUT main office.

As Jet OUT’s Base Chief Pilot, you are to be highly knowledgeable on Jet OUT’s General Operations Manual, General Training Manual, Operations Specifications, and all other manuals used by the company, as well as the Federal Aviation Regulations and the AFM for aircraft kept at the base.

Your regular duties will include participating in interviews, hiring, onboarding, training, and mentoring new employees as well as performing recurrent training, checking events, and regular performance reviews for base pilots. You will also be responsible for handling interpersonal, performance, or disciplinary issues, coordinating local pilot schedules and training, implementing new and updated procedures, and other tasks necessary for the growth of Jet OUT.

Some travel to Milwaukee, WI and other current and future Jet OUT bases will be necessary, as well as other locations for training purposes and to support Jet OUT flight operations.

As a member of Jet OUT’s management, you will have other responsibilities outside of the flight department, specifically representing Jet OUT in dealings with the local FBO and any other service providers we use. You will also be responsible for safety and security roles and facilitating local drug tests. Additional tasks may be assigned by the CEO, COO, Director of Operations, or Chief Pilot as necessary for the growth of Jet OUT.

The Base Chief Pilot plays a vital role in maintaining the highest standards of safety and operational efficiency, contributing to the overall success of Jet OUT.

Responsibilities
  • Reports to the Chief Pilot.
  • Maintains a close liaison with the Chief Pilot and Director of Operations about department operations.
  • Maintains proficiency as a Pilot-in-Command on the CJ4.
  • Participates in interviews, hiring, onboarding, and separation processes.
  • Supervises local flight crew personnel.
  • Mentor new hires.
  • Coordinate with the Training Manager regarding the training of flight crews.
  • Conducts or supervises training activities of flight crews.
  • Conducts 135.293a and 135.299 checking events.
  • Conducts regular performance evaluations.
  • Manages local pilot flight schedules.
  • Coordinates commuter pilot schedule.
  • Handles local pilot performance, interpersonal, or disciplinary issues.
  • Submits all reports regarding flight crew personnel to the Chief Pilot.
  • Coordinates communication between local base and Jet OUT’s main offices.
  • Ensures that all aircraft are properly equipped for applicable operations.
  • Participates in regularly scheduled. meetings with Chief Pilot and/or Director of Operations.
  • Assists Jet OUT in formulating operations policies, coordinates those policies, and coordinates operations and training.
  • Assists with manual, SOP, and checklists updates.
  • Responsible for crew flight and duty records and crew duties as required by operational and safety standards set forth by Jet OUT and the Federal Aviation Administration.
  • Supervises distribution and posting of all information or memoranda relative to any changes affecting company policy, route information, navaids, NOTAMS, requesting of flying aids, aeronautical charts, etc.
  • Ensures that all flight crew personnel are certified and supervised according to the requirements specified in the Federal Aviation Regulations.
Required Qualifications
  • Minimum two years’ experience in Part 135 or Part 121 operations
  • Minimum one year of experience as PIC in turbojet operations
  • ATP Pilot Certificate AMEL
  • Current 1st Class Medical Certificate
  • 3,500 Hours Total Time
  • 1,500 Hours Multi-Engine
  • 500 Hours Turbofan
  • Valid Driver’s License
  • FCC Restricted Radiotelephone Operator’s Permit
  • Must be located within one hour of FTW
Preferred Qualifications
  • One year experience as PIC in Part 135 or Part 121 operation
  • 4,000 Hours Total Time
  • CE-525 Type Rating
  • 100 Hours of CE-525C
  • Bachelor’s degree
  • Aviation Management Experience
  • International 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
Salary
  • $150,000 with regular raises for years of service
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.

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.

Business Development Associate – Milwaukee or Chicago Metro

Location
  • Milwaukee, WI / Chicago, IL Metro
Summary

We are seeking a highly motivated and results-oriented Business Development Associate (BDA) to drive Jet OUT's expansion. This sales-driven role focuses on lead generation, market research, and prospecting, targeting C-level decision-makers and high-net-worth individuals. The BDA will collaborate closely with Sales Directors, to guide qualified buyers through the sales cycle and secure commitments for Co-Ownership and Co-Lease.

Job Responsibilities
  • Lead Generation and Qualification
    Conduct market research, engage in outbound prospecting, and execute targeted outreach to generate and qualify leads for Sales Directors.
  • Outbound Engagement
    Utilize various prospecting techniques with a strong emphasis on outbound calling to connect with key decision-makers.
  • CRM Management
    Maintain accurate and timely documentation of sales interactions and pipeline opportunities within HubSpot.
  • Strategic Collaboration
    Partner with Sales Directors to develop and implement strategies for market growth.
  • Business Development
    Identify potential Jet OUT Owners and initiate conversations about Co-Ownership and Co-Lease to drive new business opportunities.
  • Sales Cycle Support
    Support the full sales cycle, from initial contact and qualification to facilitating meetings for Sales Directors.
  • Market Intelligence
    Stay up-to-date on aviation trends, market insights, and competitor offerings to enhance lead conversion and sales effectiveness.
  • Event Representation
    Represent Jet OUT at industry events, networking functions, and private aviation expos as needed.
Core Competencies
  • Adaptability
    Thrive in a dynamic sales environment and adjust strategies to maximize results.
  • Collaboration
    Work closely with sales leadership to achieve regional sales goals.
  • Results-Oriented
    Proactively drive lead generation and revenue growth.
  • Service Excellence
    Provide a concierge-level experience, understanding and addressing the needs of high-net-worth individuals.
  • Curiosity
    Continuously seek market insights and innovative engagement strategies.
Requirements
  • 1-5 years of experience in sales, business development, or lead generation (aviation experience a plus).
  • Proven ability to engage C-level executives and high-net-worth individuals.
  • Excellent communication and relationship-building skills.
  • Highly motivated and goal-oriented with experience in outbound sales calls.
  • Proficiency with CRM tools, preferably HubSpot.
  • Strong analytical skills to analyze market data and develop prospecting strategies.
  • Professional presence and representation skills.
  • 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)
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

Marketing Coordinator

Location
  • Milwaukee, WI
Summary

We are seeking an enthusiastic, organized, and creative Marketing Coordinator to join Jet OUT’s growing marketing team. This is an entry-level position ideal for a recent graduate or early-career professional who is eager to build hands-on experience in marketing within the fast-paced, premium world of private aviation. You’ll support the execution of marketing campaigns across digital, print, and event channels while managing day-to-day project coordination in Monday.com and assisting with marketing budget tracking in HubSpot. Working alongside marketing leadership and cross-functional partners in Sales, Client Experience, and Operations, you’ll help ensure Jet OUT’s premium brand is consistently represented and our pipeline stays full. We’re looking for someone with a strong work ethic, a willingness to learn, and the drive to grow within a high-performance, entrepreneurial organization.

Job Responsibilities

• Project Coordination (Monday.com): Manage marketing project timelines, task assignments, and deliverable tracking within Monday.com. Ensure campaigns stay on schedule, stakeholders are aligned, and nothing falls through the cracks.

• Marketing Budget Support (Monday.com): Assist with tracking and reporting on marketing spend and budget allocation within HubSpot. Help maintain accurate campaign cost records, flag variances, and support leadership with budget-to-actual reporting.

Campaign Execution: Support the coordination and execution of multi-channel marketing campaigns — including email, social media, digital advertising, direct mail, and events — aligned with Jet OUT’s revenue goals and brand standards.

• Content Support: Assist in drafting, editing, and organizing marketing content, including blog posts, email campaigns, social media copy, sales collateral, and presentation materials that resonate with C-level decision-makers and high-net-worth individuals.

• Social Media Coordination: Help manage Jet OUT’s social media presence across LinkedIn, Instagram, Facebook, and other relevant platforms, supporting a consistent posting cadence and engaging with our growing audience.

Event Support: Assist with planning and logistics for industry events, private aviation expos, networking functions, and owner appreciation events — ensuring Jet OUT’s presence is polished and impactful.

HubSpot Marketing Execution: Support the build and deployment of email campaigns, landing pages, forms, and automated nurture sequences within HubSpot, learning segmentation and list hygiene best practices.

Performance Tracking: Help monitor and compile campaign performance metrics, pulling data from HubSpot and Monday.com to support reporting and optimization recommendations.

Brand Stewardship: Ensure all marketing materials, communications, and touchpoints adhere to Jet OUT’s brand guidelines, maintaining a premium, consistent look and feel across all channels.

Core Competencies

Eagerness to Learn: Bring curiosity and a growth mindset — you’re excited to develop new skills in marketing technology, campaign strategy, and private aviation.

• Organization: Manage multiple tasks, timelines, and stakeholders simultaneously without sacrificing quality or missing deadlines.

• Adaptability: Thrive in a dynamic environment and adjust priorities as the business evolves.

Collaboration:
Work closely with teammates across departments and contribute positively to a fast-moving team.

• Results-Oriented: Proactively track progress and flag issues to help the team deliver measurable outcomes.

• Service Excellence: Understand the importance of a premium brand experience in every piece of content and every interaction.

Requirements

0–2 years of experience in marketing, communications, or a related field (internship experience counts).

• Bachelor’s degree in Marketing, Communications, Business, or a related discipline (or equivalent experience).

• Familiarity with Monday.com or similar project management tools (Asana, Trello, Basecamp) for task and timeline management.

• Basic familiarity with HubSpot or willingness to learn quickly — training will be provided.

• Strong written and verbal communication skills with attention to detail in grammar, tone, and brand voice.

• Experience with or interest in social media management across platforms such as LinkedIn, Instagram, and Facebook.

• Comfort working with data — pulling reports, tracking budgets, and summarizing campaign metrics.

• Professional presence and a positive attitude.

• Highly motivated, coachable, and eager to grow within a performance-driven organization.

Willingness to travel occasionally for industry events, photo/video shoots, and company meetings.

Benefits
  • 401(k) with company matching
  • Health, Dental, and Vision Insurance
  • HSA
  • 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.

HubSpot Administrator

Location
  • Milwaukee, WI
Summary

The HubSpot Administrator serves as the technical owner and strategic architect of Jet OUT’s HubSpot platform across Marketing, Sales, Service, and Operations Hubs. This role goes beyond basic CRM administration; you will design and maintain the underlying data architecture that powers our revenue engine, enforce rigorous data hygiene standards across the organization, and serve as the go-to resource for HubSpot training and adoption company-wide. You’ll leverage HubSpot’s AI-powered tools, including Breeze AI agents, predictive lead scoring, and conversation intelligence, to drive efficiency and surface actionable insights. This is a hands-on, individual contributor role working closely with the Vice President of Revenue, Sales Directors, Marketing, and Client Experience teams. We’re looking for someone who thrives in a high-performance, fast-paced environment and can confidently translate business requirements into a scalable, clean, and intelligent CRM ecosystem.

Job Responsibilities

Platform Ownership & Data Architecture: Serve as the primary administrator and technical architect of Jet OUT’s HubSpot environment. Design, document, and maintain the CRM data architecture, including custom objects, properties, associations, and lifecycle stage definitions, ensuring the platform scales cleanly as Jet OUT expands into new markets.

Data Hygiene & Governance: Own and enforce data quality standards across all HubSpot objects (Contacts, Companies, Tickets). Implement and manage deduplication protocols,  validation rules, standardized naming conventions, data import/export procedures, and routine audits to ensure the CRM remains a trusted, single source of truth.

• AI Tool Enablement: Deploy and optimize HubSpot’s AI-powered capabilities, including Breeze AI copilot, conversation intelligence, and automated data enrichment to enhance service/ productivity, improve lead qualification, and accelerate campaign execution.

• Service Hub Management: Administer and optimize the HubSpot Service Hub, including ticketing pipelines, knowledge base configuration, customer feedback surveys, SLA tracking, and service automation. Partner with the Client Experience team to ensure owner inquiries, trip support requests, and service issues are tracked, routed, and resolved efficiently within the platform.

• Training & Adoption: Serve as Jet OUT’s internal HubSpot subject-matter expert. Develop and deliver onboarding programs for new team members, conduct recurring training sessions on platform features and best practices, create self-service documentation and how-to guides, and provide hands-on coaching to drive consistent CRM adoption across Service, Marketing, Operations, and Client Experience.

• Workflow Automation: Design, build, and optimize automated workflows for lead routing, deal pipeline management, task creation, email sequences, service ticket escalation, and internal notifications to streamline operations and reduce manual effort.

• Reporting & Dashboards: Create and maintain custom dashboards and reports that provide real-time visibility into service pipeline health, marketing attribution, lead conversion rates, service response times, and owner activity — enabling data-driven decision-making for leadership.

• Integration Management: Manage and troubleshoot integrations between HubSpot and third-party tools such as FL3XX, Monday.com, email platforms, website forms, and other business tool systems, ensuring clean data flow across the tech stack.

• Continuous Improvement: Stay current on HubSpot product updates, AI feature releases, beta programs, and industry best practices, proactively recommending platform enhancements that support Jet OUT’s growth and competitive positioning.

Requirements

• 3+ years of hands-on HubSpot administration experience across multiple Hubs (Marketing, Service, and/or Operations).

• Demonstrated experience designing and maintaining CRM data architecture, including custom objects, property schemas, association mappings, and lifecycle stage frameworks.

• Strong track record of implementing and enforcing data hygiene programs — including deduplication, validation rules, data audits, and governance protocols.

• Experience deploying and optimizing HubSpot AI tools such as Breeze AI copilot, predictive lead scoring, AI content assistants, and conversation intelligence.

• Hands-on experience administering HubSpot Service Hub, including ticketing pipelines, knowledge base, SLAs, and customer feedback workflows.

• Proven ability to develop and deliver CRM training programs, onboarding materials, and self-service documentation that drive user adoption.

• HubSpot certifications strongly preferred (HubSpot Admin, Revenue Operations, Inbound Marketing, or similar).

• Proven experience building complex workflows, custom reports, and automated lead and service management processes.

• Experience managing HubSpot integrations with third-party platforms via native connectors or middleware (e.g., Zapier, Operations Hub).

• Excellent analytical skills with the ability to translate data into actionable business insights.

• Exceptional communication and interpersonal skills — comfortable training non-technical users and partnering with senior leadership.

• Self-motivated and detail-oriented with a strong desire to optimize and improve systems in a fast- moving, performance-oriented environment.

Benefits
  • 401(k) with company matching
  • Health, Dental, and Vision Insurance
  • HSA
  • 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.

IT Support Specialist

Location
  • Milwaukee, WI
Summary

The IT Support Specialist is responsible for ensuring the reliable, secure, and scalable operation of the company’s technology systems and physical workspaces. This role bridges IT infrastructure, security, device management, and facilities coordination to support a rapidly growing, multi-location organization.

This individual will oversee day-to-day IT operations while also managing the deployment and readiness of offices as the company expands across the United States. The role requires hands-on technical expertise, strong vendor coordination, and the ability to plan for growth.

Job Responsibilities

  • Manage and maintain a Mac-based computing environment across all company locations.
  • Administer and support the Google Workspace platform, including user accounts, security policies, and collaboration tools.
  • Oversee deployment, configuration, and lifecycle management of iPhone and iPad devices.
  • Manage Mosyle for device provisioning, mobile device management (MDM), security enforcement, and inventory tracking.
  • Administer and maintain Unifi/Ubiquiti systems, including network infrastructure (Wi-Fi, switching, routing), building access control, and security camera systems.
  • Implement and enforce company password and credential security using Bitwarden.
  • Coordinate and maintain AWS hosting environments, working with internal stakeholders and external partners as needed.
  • Manage relationships with internet service providers, telecom vendors, and IT service partners.
  • Ensure systems are secure, documented, and scalable to support continued company growth.
  • Provide troubleshooting and technical support for internal teams as needed.
  • Coordinate the setup of new offices, including ordering and deployment of furniture, office network and printer installation, storage and workspace layout planning, oversee furniture assembly, equipment placement, and general office readiness for new and existing locations.
  • Manage vendors related to facilities, furniture, cabling, and office infrastructure.
  • Support a rapidly expanding organization opening multiple locations each year.
  • Ensure offices are functional, secure, and consistent with company standards at new and existing company locations
  • Support office buildouts, system deployments, and on-site troubleshooting.
Requirements
  • 3+ years of experience in IT systems administration, infrastructure. management, or a similar role.
  • Required hands-on experience with Mac OS environments and Google Workspace.
  • Experience managing or supporting Mobile device fleets (iPhone/iPad), Network infrastructure and access control systems, and Cloud-hosted environments (AWS preferred).
  • Familiarity with security best practices, credential management, and access controls.
  • Experience supporting multi-location or rapidly growing organizations strongly preferred.
  • Ability to manage multiple projects, vendors, and priorities simultaneously.
Benefits
  • 401(k) with company matching
  • Health, Dental, and Vision Insurance
  • HSA
  • 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.

Director of Dispatch

Location
  • Milwaukee, WI
Summary

The Director of Dispatch provides strategic and day-to-day leadership of the Dispatch function within the Operations Control Center (OCC). This role is responsible for ensuring dispatch operations are executed safely, efficiently, and consistently, while fostering a proactive, forward-thinking culture aligned with OCC core values.

The Director of Dispatch is expected to anticipate operational challenges, identify risks before they impact the operation, and lead the team in taking preventive, rather than reactive, action. This position serves as a people leader, operational authority, and key partner to OCC leadership, reporting directly to the Vice President of the OCC.

Job Responsibilities

Operational Leadership (Proactive Focus)
● Lead the daily operations of the Dispatch team, ensuring all flights are properly planned, released, monitored, and supported in accordance with regulatory requirements and company standards.
● Maintain continuous situational awareness of active and upcoming operations, proactively identifying weather, airspace, staffing, or aircraft constraints before they impact the schedule.
● Anticipate irregular operations (IROPS) and guide the team in implementing mitigation strategies in advance whenever possible.
● Serve as the primary escalation point for dispatch-related operational issues, providing calm, decisive leadership during time-sensitive situations.
● Ensure effective shift handoffs and forward-looking planning across all operating periods.

Team Leadership & Culture
● Lead, mentor, and develop the Dispatch team with an emphasis on proactive thinking, ownership, and accountability.
● Set clear expectations for performance, decision-making, and professional conduct within the OCC.
● Conduct performance evaluations and provide regular coaching and feedback.
● Build a culture where dispatchers are empowered to identify risks early, communicate concerns, and propose solutions.

Training & Standardization
● Develop, implement, and maintain standardized training programs that emphasize proactive operational decision-making.
● Ensure all dispatch procedures, manuals, and training materials are current, accurate, and consistently applied.
● Identify trends, performance gaps, or procedural inconsistencies and address them through targeted training or process improvements.
● Promote best practices and continuous improvement within the Dispatch function Compliance & Quality Oversight.
● Ensure Dispatch operations comply with all applicable FAA regulations, safety requirements, and internal policies.
● Partner with Safety, Compliance, and OCC leadership during audits, reviews, and investigations.
● Monitor operational data and dispatcher performance to proactively identify risk areas and improvement opportunities.

Cross-Functional & Strategic Collaboration.
● Serve as the Dispatch representative within OCC leadership discussions and planning initiatives.
● Collaborate closely with Maintenance, Flight Crews, Concierge, and other operational teams to ensure alignment and operational readiness.
● Provide the VP of the OCC with operational insights, trend analysis, and recommendations related to Dispatch performance and staffing.

Requirements
  • Valid FAA Aircraft Dispatcher Certificate (required).
  • Extensive experience in aircraft dispatch, flight operations, or operational control (Part 135 or similar environment preferred).
  • Demonstrated leadership or supervisory experience within an operations or dispatch environment.
  • Strong working knowledge of flight planning, flight following, weather analysis, and irregular operations
  • Proven ability to develop and maintain training programs and operational standards.
  • Strong decision-making skills with the ability to anticipate issues and act proactively.
  • Excellent communication and interpersonal skills
Benefits
  • 401(k) with company matching
  • Health, Dental, and Vision Insurance
  • HSA
  • 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.

Flight Dispatcher

Location
  • Milwaukee, WI
Summary

Jet OUT is looking for a highly motivated, detail-oriented Flight Dispatcher to join our team! This position reports directly to the Director of Dispatch and Flight Scheduling.

Jet OUT offers an innovative Co-Ownership platform, making private aviation more accessible and efficient for both the business and personal traveler. Utilizing over 5,000 regional airports, we get our owners exactly where they need to be, precisely when they need to be there, while minimizing cost and maximizing productivity. Our success shows in the growth we have experienced over the past couple of years and we are currently in need of dispatchers to join our team.

Job Responsibilities
  • Manage day-to-day activities including flight release, airworthiness assessments, and weather assessments.
  • Confirm availability of airplanes and flight crews in a timely fashion as flight requests are received while optimizing the flight schedule for service quality and cost.
  • Ensure that the flight crew being assigned are qualified, trained, and scheduled in accordance with FAA and company duty and rest time requirements.
  • Coordinate with maintenance to assess aircraft airworthiness before dispatching flights.
  • Monitor the progress of each flight, paying specific attention to weather and field conditions at departure, destination, and alternate airports.
  • Exercise operational control authority as the first point of contact for flight crews in cases of flight changes caused by weather, maintenance, passengers, ATC, flight crews, etc.
  • Coordinate with all appropriate parties regarding unscheduled operation of aircraft due to weather, airport conditions, emergency situations, etc.
  • Initiate emergency response plan as necessary.
  • Work with Dispatch and Concierge team members to analyze operational factors and restrictions that may affect the successful completion of a flight.
  • Communicate in a timely and professional manner with internal departments and to assist customers.
  • When required, handle incoming calls, texts, and emails with professionalism and urgency.
  • When required, obtain vital information from customers while assessing the credibility of situations.
  • Promote customer service during all phases of flight planning.
  • Promote a positive safety and reporting culture.
  • Report any potential or observed safety issues via appropriate methods.
  • Provide coaching and on-the-job training for new-hire dispatchers.
  • Perform other duties as assigned or required.
Requirements
  • Bachelor’s degree strongly preferred
  • FAA Dispatcher License or flight dispatcher experience strongly preferred
  • Excellent written and verbal communication skills
  • Computer savvy
  • Computer proficiency and accurate data entry skills
  • Must have strong multitasking skills
  • Previous experience in a customer service setting strongly preferred, whether in a call center or face-to-face setting
  • Ability to work with internal and external customers, and maintain professional relationships
  • Sense of urgency and creativity in solving problems
  • Must be dedicated, punctual, and team-oriented
  • Must be courteous and high-energy
Benefits

  • 401(k) with company matching
  • Health, Dental, and Vision Insurance
  • HSA
  • 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.

Detailer/Aircraft Experience Specialist – Dallas-Fort Worth, TX

Location
  • Dallas-Fort Worth, TX
Summary

Jet OUT offers an innovative Co-Ownership platform, making private aviation more accessible and efficient for both business and personal travelers. Utilizing over 5,000 regional airports, we fly our owners exactly where they need to be, when they need to arrive, while minimizing cost and maximizing productivity.

Our success is shown in the growth that we’ve experienced over the past couple of years. Our teammates find ways to create an environment that makes people feel welcomed, cared for, and appreciated. We are currently seeking highly motivated, detail-oriented team players to join our aircraft maintenance and detailing team.

The Detailer/Aircraft Experience Specialist will perform the daily cleaning/detailing responsibilities on the aircraft when they return to base and on non-fly days to keep the level of appearance and quality up to Jet OUT standards. This will include exterior washes, interior cleaning, and carpet cleaning. This person will also restock snacks and drinks on board the aircraft, as well as manage the on-site inventory. This person will receive and fulfill customer special requests, such as catering and special snack requests. This is a full-time job, mostly in the evening/night, with starting times dependent on flight schedules. This is a Thursday through Monday work schedule; start time depends on the flight schedule.

We have a professional growth program at Jet OUT.

• Detailer 1 (some experience, new to aviation)
• Detailer 2 (1-2 years' experience)
• Detailer 3 (2-3 years' experience)

Job Responsibilities
  • Aircraft interior and exterior cleaning and polishing
  • Exterior wet and dry wash
  • Brightwork metal polishing
  • Complete interior detail
  • Dry clean carpet and upholstery
  • Leather cleaning and conditioning
  • Stain removal
  • Wood trim polishing
  • Lavatory and galley sanitation
  • Restock aircraft galley provisioning and go-bags
  • Reorder base provisioning stock (food & beverages)
  • Rotate the galley food and beverage stock
  • Remove and dispose of expired stock
Requirements
  • Be available for full-time plus have on-call availability
  • Have a vehicle or way to get to work
  • Able to self-manage time
  • Pass initial and random drug testing
Benefits
  • Annual bonus
  • 401(k) matching
  • Dental insurance
  • Health insurance
  • Vision insurance
  • Health savings account
  • Life insurance
  • Paid time off

    Schedule:
  • 8-hour shift
  • Evening shift
  • Full-time position
How To Apply

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

Technician – Dallas-Fort Worth, TX

Location
  • Fort Worth/Dallas, TX
Summary

Jet OUT offers an innovative co-ownership platform, making private aviation more accessible and efficient for both business and personal travelers. Utilizing over 5,000 regional airports, we fly our owners exactly where they need to be, when they need to arrive, while minimizing cost and maximizing productivity.

Our success is shown in the growth that we’ve experienced over the past couple of years. Our teammates find ways to create an environment that makes people feel welcomed, cared for, and appreciated. We are currently seeking highly motivated, detail-oriented team players to join our aircraft maintenance and detailing team.

The Technician will resolve squawks when aircraft return to base. The shift will overlap the Lead Technician for completing tasks that require 2 techs.

We have a professional growth program at Jet OUT

Tech 2 (2-3 years' experience)
Tech 3 (3-4 years' experience)
Tech 4 (5+ years' experience)
Sponsored factory training

Shift: Friday and Monday evenings, approximately 2:00PM - 9:00PM, depending on flight schedule. Saturdays and Sundays morning shift – on call in the evening.

Job Responsibilities
  • Perform troubleshooting and resolve squawks on aircraft
  • Perform some scheduled MX inspections
  • Perform post-flight inspections of aircraft to JetOUT standards
  • Be on-site for returns
  • Assist the aircraft maintenance lead technician
  • Lavatory and galley sanitation
  • Restock aircraft galley provisioning and go-bags
  • Reorder base provisioning stock (food & beverages)
  • Rotate the galley food and beverage stock
  • Remove and dispose of expired stock
Requirements
  • Be available for full-time plus have on-call availability
  • Have a vehicle
  • Have an A+P license
  • Must have own tool set (specialty tools will be provided by the company
  • CJ4 experience is a plus
  • Able to self-manage time
  • Pass initial and random drug testing

    Schedule:
  • 8 hour shift
  • Evening shift
  • Extended hours
  • Friday to Monday
  • On call
  • Weekends
Benefits
  • Annual bonus
  • 401k matching
  • Factory training
  • Health Insurance
  • Dental Insurance
  • Vision Insurance
  • Life Insurance
  • Paid time off
  • Professional development assistance
How To Apply

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

Technician – Milwaukee, WI

Location

Working between our two hangars:  MKE & UES

Summary

Jet OUT offers an innovative Co-Ownership platform, making private aviation more accessible and efficient for both business and personal travelers. Utilizing over 5,000 regional airports, we fly our owners exactly where they need to be, when they need to arrive, while minimizing cost and maximizing productivity.

Our success is shown in the growth that we’ve experienced over the past couple of years. Our teammates find ways to create an environment that makes people feel welcomed, cared for, and appreciated. We are currently seeking highly motivated, detail-oriented team players to join our aircraft maintenance and detailing team.

The Technician will resolve squawks when aircraft return to base. The shift will overlap with the Lead Technician for completing tasks that require 2 techs.

We have a professional growth program at Jet OUT

Tech 2 (2-3 years' experience)
Tech 3 (3-4 years' experience)
Tech 4 (5+ years' experience)
Sponsored factory training

This position is full time: Sunday (AM), Monday (AM), Tuesday (PM), Wednesday (PM), Thursday (PM)

Job Responsibilities
  • Perform troubleshooting and resolve squawks on aircraft
  • Perform some scheduled MX inspections
  • Perform post-flight inspections of aircraft to Jet OUT standards
  • Be on-site for returns
  • Assist the aircraft maintenance lead technician
  • Lavatory and galley sanitation
  • Restock aircraft galley provisioning and go-bags
  • Reorder base provisioning stock (food & beverages)
  • Rotate the galley food and beverage stock
  • Remove and dispose of expired stock
Requirements
  • Aircraft maintenance: 2 years
  • Airframe and Powerplant License (Preferred)
  • Be available for full-time plus have on-call availability
  • Have a vehicle
  • Have an A+P license
  • Must have own tool set (specialty tools will be provided by the company)
  • CJ4 experience is a plus
  • Able to self-manage time
  • Pass initial and random drug testing
Benefits
  • Annual bonus
  • 401k matching
  • Factory training
  • Health Insurance
  • Dental Insurance
  • Vision Insurance
  • Life Insurance
  • Paid time off
  • Professional development assistance
How To Apply

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

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
  • Salary starting at $105K, depending on experience.
  • 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.