Regional Sales Director

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 Regional Sales Director to lead a team of Sales Executives and drive new business and expansion revenue across business aviation, regional airlines, and aircraft leasing & finance. You will report to the Chief Revenue Officer and own your team's number. You will lead 8-10 Sales Executives today and help hire and ramp the team as it grows.

You will coach them through complex enterprise sales cycles and step into the most strategic deals yourself. You will partner closely with Marketing, Enablement, Product, and Customer Success to turn market opportunity into revenue.

The ideal candidate has led a quota-carrying team in B2B SaaS, is comfortable selling to senior decision-makers, and thrives in a fast-scaling, high-autonomy environment.

Key

Responsibilities

Drive your team's revenue results across new business and expansion, and report on performance, forecast accuracy, and pipeline health to the CRO. Lead, coach, and develop your Sales Executives with clear goals, weekly pipeline reviews, regular call coaching, and individual development plans.

Recruit, onboard, and ramp new Sales Executives as the team grows, working with Enablement on onboarding, training, and certification. Build and execute the go-to-market plan for your region, including territory design, target account strategy, and segmentation ac