Sales Executive

Title: Sales Executive

Location: Remote (United States)

Department: Sales & Marketing

Job Description:

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. You will engage senior stakeholders, navigate multi-layered buying groups, and manage full-cycle sales across longer, consultative deal cycles. We’re looking for someone who is comfortable operating in high-value, multi-stakeholder deals and can position software as a strategic solution to operational and financial challenges.

Travel: up to 30%

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
• Fully 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.

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