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Remote Charter Airline Jobs (NOW HIRING)

Portside, Inc.

Strategic Sales Executive

... charter, fractional, corporate flight departments, regional airlines, emergency services, and ... Flexible remote work environment. * Professional development and career growth opportunities.

New Charter Technologies LLC

Systems Engineer

At Braver Technology, a New Charter Company, we are seeking a Systems Engineer in Hartford ... This is a hybrid role requiring both remote work and on-site support at client and company ...

New Charter Technologies LLC

Systems Engineer

At Braver Technology, a New Charter Company, we are seeking a Systems Engineer in Burlington ... This is a hybrid role requiring both remote work and on-site support at client and company ...

Elevate Aviation Group LLC

Sales Executive

$70K - $80K/yr

... Remote Who we are Elevate Jet is the modern evolution of Elevate Aviation Group, bringing nearly ... As the FAA-certificated airline within the organization, Elevate Jet manages and operates aircraft ...

New

Ascent Global Logistics

Network Engineer

Ascent's offerings include air charter and ground expedited solutions as well as truckload, less ... The Network Engineer supports branch, Azure cloud, and remote-user connectivity, including routing ...

Ascent Global Logistics

Network Engineer

Ascent's offerings include air charter and ground expedited solutions as well as truckload, less ... The Network Engineer supports branch, Azure cloud, and remote-user connectivity, including routing ...

Braver Technology Solutions LLC

Systems Engineer

At Braver Technology, a New Charter Company, we are seeking a Systems Engineer in Burlington ... This is a hybrid role requiring both remote work and on-site support at client and company ...

Braver Technology Solutions LLC

Systems Engineer

At Braver Technology, a New Charter Company, we are seeking a Systems Engineer in Hartford ... This is a hybrid role requiring both remote work and on-site support at client and company ...

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Remote Charter Airline information

See salary details

$49K

$53.2K

$58K

How much do remote charter airline jobs pay per year?

As of Sep 13, 2026, the average yearly pay for remote charter airline in the United States is $53,166.00, according to ZipRecruiter salary data. Most workers in this role earn between $52,000.00 and $54,500.00 per year, depending on experience, location, and employer.

What is a remote charter airline?

A remote charter airline is an aviation company that provides private flight services to and from remote or hard-to-reach destinations, often operating outside of regular commercial airline routes. These airlines typically cater to individuals, groups, or organizations needing flexible, on-demand air travel, such as to rural areas, islands, or locations without scheduled airline service. Remote charter airlines offer convenience, privacy, and the ability to customize flight schedules and destinations according to client needs. The aircraft used can range from small propeller planes to larger jets, depending on the route and requirements.

What are the typical challenges of working in a remote charter airline role, and how can I prepare for them?

Working in a remote charter airline role often involves managing complex logistics, communicating with clients and crew across different time zones, and adapting quickly to last-minute changes in flight schedules or weather conditions. You'll likely work with a dispersed team using digital communication tools, so strong organizational skills and comfort with technology are essential. Preparing by familiarizing yourself with industry software, developing problem-solving abilities, and building resilience to handle high-pressure situations will help set you up for success.

What are the key skills and qualifications needed to thrive as a remote charter airline pilot, and why are they important?

To thrive as a Remote Charter Airline Pilot, you need an Airline Transport Pilot License (ATPL), extensive flight experience, and in-depth knowledge of aviation regulations. Proficiency with advanced avionics, flight planning software, and weather monitoring systems is essential. Strong decision-making, situational awareness, and effective communication skills are crucial for handling diverse flight conditions and coordinating with ground teams remotely. These competencies ensure safe, efficient operations and exceptional client service in the unique context of charter aviation.

What is the difference between Remote Charter Airline vs Remote Commercial Pilot?

AspectRemote Charter AirlineRemote Commercial Pilot
CertificationsCommercial Pilot License (CPL), possibly with additional ratingsCommercial Pilot License (CPL), with specific ratings depending on operation
Work EnvironmentOperates on-demand flights, often flexible schedules, private or corporate clientsOperates scheduled or charter flights, often for airlines or cargo companies
Employer & IndustryPrivate charter companies, corporate clients, luxury travelAirlines, cargo carriers, scheduled or charter flight services

Remote Charter Airline pilots typically operate on-demand private flights for clients, offering flexibility and luxury services. Remote Commercial Pilots often work for airlines or cargo companies, flying scheduled or charter routes. Both roles require a Commercial Pilot License, but their work environments and client bases differ significantly.

More about Remote Charter Airline jobs

What cities are hiring for Remote Charter Airline jobs?

Cities with the most Remote Charter Airline job openings:

What are the most commonly searched types of Charter Airline jobs?

The most popular types of Charter Airline jobs are:

What states have the most Remote Charter Airline jobs?

States with the most job openings for Remote Charter Airline jobs include:

What job categories do people searching Remote Charter Airline jobs look for?

The top searched job categories for Remote Charter Airline jobs are:

Remote Charter Airline jobs near you
Infographic showing various Remote Charter Airline job openings in the United States as of September 2026, with employment types broken down into 80% Full Time, 18% Part Time, and 2% Contract. Highlights an 95% Physical, 1% Hybrid, and 4% Remote job distribution, with an average salary of $53,166 per year, or $25.6 per hour.

Strategic Sales Executive

Remote

Portside, Inc.
Software Development • 11 - 50 employees
Learn more about Portside, Inc.external

Full-time

Medical, Dental, Vision

Re-posted 3 days ago

Job description

About Portside
Portside is a leading provider of cloud-based software solutions for the global aviation industry. Our platform powers critical operations across business aviation, regional airlines, and aircraft leasing & finance, helping over 1,000 aviation organizations streamline operations, improve decision-making, and operate more efficiently.
Backed by leading technology investors Vista Equity Partners and Insight Partners, Portside is entering an exciting phase of growth. We are expanding our platform, investing in AI driven innovation, and building a global team focused on shaping the future of aviation technology.
Job Summary
Portside is seeking a Strategic Sales Executive to drive growth across a portfolio of key aviation customers and prospects. This role is responsible for developing executive relationships, identifying expansion opportunities, and positioning Portside as a long-term technology partner across multiple aviation segments, including charter, fractional, corporate flight departments, regional airlines, emergency services, and government operators.
The ideal candidate has a consultative, enterprise-sales mindset and a proven ability to manage complex, multi-stakeholder sales cycles. This role will focus on expanding customer relationships, increasing platform adoption, and driving recurring revenue growth through strategic account planning and solution-based selling.
This position requires travel up to 30% of the time.
Key Responsibilities
  • Own and grow a portfolio of strategic accounts across charter, fractional, corporate, regional airline, emergency services, and government aviation segments.
  • Develop and execute account strategies that drive adoption of the broader Portside platform through cross-sell, upsell, and expansion opportunities.
  • Position Portside as a strategic technology partner by aligning solutions to customers' operational, financial, and commercial objectives.
  • Build and maintain executive-level relationships with key stakeholders, including C-suite leaders, operations teams, finance organizations, maintenance leaders, flight departments, and IT teams.
  • Lead complex sales cycles from opportunity identification through negotiation, contracting, and successful handoff to implementation and customer success teams.
  • Collaborate closely with Customer Success, Product, Marketing, and Leadership teams to maximize customer value and long-term account growth.
  • Identify opportunities created by mergers, acquisitions, fleet growth, operational changes, and evolving regulatory requirements.
  • Maintain a deep understanding of aviation market trends, customer challenges, competitive dynamics, and emerging technology solutions.
  • Deliver accurate forecasting, pipeline management, account planning, and territory management while consistently achieving revenue objectives.
  • Act as the voice of the customer by providing market intelligence, competitive insights, and product feedback to support Portside's product and go-to-market strategies.
  • Leverage CRM, sales intelligence, and AI-assisted tools to improve account planning, prospecting, forecasting, and customer engagement.
  • Represent Portside at industry events, conferences, and customer meetings to strengthen relationships and expand market presence.

Qualifications
  • 5+ years of experience in enterprise SaaS sales or strategic account management roles.
  • Experience selling into aviation, transportation, logistics, financial services, or other complex operational industries is preferred.
  • Proven track record of growing existing accounts through expansion, cross-sell, upsell, and strategic relationship management.
  • Experience managing complex sales cycles involving multiple stakeholders and executive-level decision-makers.
  • Strong consultative selling skills with the ability to align technology solutions to business outcomes.
  • Experience developing and executing strategic account plans and territory growth strategies.
  • Strong communication, presentation, negotiation, and relationship-building skills.
  • Ability to leverage data, analytics, CRM platforms, and AI-assisted tools to drive sales effectiveness and forecasting accuracy.
  • Knowledge of business aviation operations, fleet management, flight operations, maintenance, or aviation technology is a strong plus.
  • Ability to thrive in a fast-paced, high-growth, and collaborative environment.

What We Offer
  • Competitive salary and performance-based commission structure.
  • Health, dental, and vision insurance.
  • Flexible remote work environment.
  • Professional development and career growth opportunities.
  • Opportunity to help shape the future of aviation technology at a rapidly growing, market-leading software company.

Portside is an equal-opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.

Apply