Enterprise Sales Executive

Remote from: USA, Canada
Annual salary: Undisclosed
Salary information is not provided for this position. Check our Salary Directory to estimate the average compensation for similar roles.
Department: Sales
Employment type: Full Time,
Job posted: 19 Nov 2025
Apply before: 19 Dec 2025
Experience level: Director
Views / Applies: 10 / 3

Portside helps companies manage their shipping logistics efficiently.

Logistics & Supply Chain
2019

About Portside, Inc.

Portside is the leading SaaS platform serving the global business aviation industry, providing cutting-edge solutions for management companies, aircraft owners, and corporate flight departments. Our cloud-based platform supports seamless data exchange, advanced reporting, and powerful analytics to streamline aviation operations.

With a $55M strategic growth investment in May 2024, we are scaling rapidly. We’re looking for motivated professionals ready to drive growth and take on the challenges of a fast-paced, innovative environment.

Job Summary

Portside is seeking an experienced and results-driven Enterprise Sales Executive to expand our presence in the airline sector. This role is focused on prospecting, selling to, and closing deals with large airlines. The ideal candidate has a deep understanding of airline operations, extensive experience in enterprise software sales, and a proven ability to navigate complex sales cycles with large, global carriers.

Travel is required up to 30% of the time for this role.

Key Responsibilities

Identify and engage key decision-makers at major airlines, including executives in operations, finance, IT, and commercial strategy.
Drive end-to-end sales cycles, from prospecting and initial outreach to contract negotiation and closing multi-million-dollar deals.
Sell Portside’s airline solutions, including custom projects spanning the Flight Scheduling and Optimization, Crew Management, and Data Analytics platforms, tailoring demonstrations and proposals to address airlines’ operational challenges and efficiency goals.
Develop deep relationships with airline stakeholders, ensuring high client satisfaction and long-term partnerships.
Collaborate with marketing and product teams to create messaging, sales collateral, and go-to-market strategies for airline solutions.
Maintain a pulse on industry trends, competitive offerings, and evolving airline technology needs to position Portside as the leading solution provider.

Qualifications

Bachelor’s degree in Business, Aviation Management, or a related field.
Minimum of 3+ years of experience in enterprise sales, with a strong track record of selling to and closing deals with major airlines.
Deep understanding of airline operations, scheduling, crew management, and revenue optimization is a must
Proven ability to exceed sales targets and manage complex, long sales cycles within the aviation industry.
Exceptional communication, negotiation, and presentation skills.
Ability to work independently in a remote environment while collaborating effectively with internal teams.