Sales Executive

About the role

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.

Job Summary

Portside is seeking a high-performing Sales Executive to drive new business across our suite of aviation SaaS solutions, including our Aircraft Owner Portal, Fleet & Crew Optimization tools, and Flight Management Systems. This role is focused on selling into complex enterprise environments, specifically corporate flight departments.

Key Responsibilities

• Identify and engage potential clients within the aviation industry, with a focus on corporate flight departments
• Present and demonstrate Portside’s SaaS solutions, highlighting features such as streamlined communication, operational efficiency, and financial management tools
• Navigate complex, multi-stakeholder sales cycles within corporate organizations
• Build and maintain strong client relationships to ensure customer satisfaction and repeat business
• Collaborate with marketing and product teams to develop targeted sales strategies and campaigns
• Stay up-to-date with industry trends and competitor offerings to effectively position Portside’s products

Qualifications

• 7+ years of experience in enterprise or complex B2B software sales
• Proven track record of closing high-value deals with multiple stakeholders
• Experience navigating long sales cycles (3–9+ months)
• Strong ability to engage and influence senior decision-makers
• Consultative selling approach with strong discovery and qualification skills
• Excellent communication, presentation, and negotiation abilities
• Experience selling into aviation, transportation, or highly regulated industries is a plus
• Familiarity with operational or financial SaaS solutions is nice to have

What We Offer

• Competitive base salary
• Full-time remote work
• Generous time off policy
• Health, dental, and vision insurance
• Opportunities for professional development and career advancement
• Dynamic, collaborative, and fast-growing work environment

Benefits

Portside offers competitive benefits including:

• Health, dental, and vision insurance
• Opportunities for professional development and career advancement
• A dynamic, collaborative, and fast-growing work environment

Schedule

Full-time remote work

Pay

Competitive base salary

Equal Opportunity Employer

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