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We know that to create meaningful solutions, everyone must be a part of our journey. We promote workplace transparency, and involve all crew members in our successes, challenges and ambitions for the future.

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We recognize our success depends on the happiness and connection each person feels. We strive to create a place where employees are encouraged to discover their passion.

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Working at Windward means thriving from collaboration, teamwork and mutual success. We value each crew member and ensure ample time and space for personal growth and professional development.

Sales Manager – North America

Washington DC area · Full-time · Intermediate

About The Position


The role of the Sales Manager for the North American supply chain is to build and maintain relationships with relevant customers in the supply chain market: freight forwarders, importers, and exporters. This position will require a hands-on approach to achieve the sales quota. Windward’s AI-powered solution is unique in the industry and has already garnered some impressive customers outside of North America. 

The ideal candidate is capable of leading sales in a new territory with a new offering, from penetration to closing deals, while collaborating with other departments and stakeholders at Windward to share market feedback on products and services. 

In this role, you will be working in a “startup environment” within the organization: leading the customer account planning, strategy, and sales cycle, and ensuring that customers’ needs and expectations are met by Windward. 


  • Develop and close the first customers in a new territory
  • Provide leadership and direction to key supply chain prospects to create maximum client engagement and deep, strategic relationships
  • Understand customer’s current relevant operations, workflows, and unmet needs
  • Create and implement a penetration plan for each relevant department at targeted accounts (replacing the current vendor or adding Windward solutions) 
  • Meet assigned targets for profitable sales volume and strategic objectives in assigned accounts 
  • Coordinate the involvement of company personnel, including management resources, in order to meet account performance objectives and customers’ expectations
  • Proactively lead a joint company-account planning process that develops mutual performance objectives, financial targets, and critical milestones for a short and long-term period
  • Participate in webinars, virtual and in-person events to learn about the market and become familiar with its ecosystem


  • Closely collaborate with the relevant Product, Business Development, Marketing, and Customer Success team members.
  • Interface and align with the other commercial directors 
  • Enlist the support of Solution Experts, SDRs, Customer Success resources, and other Sales and Management Resources
  • Closely coordinate company executive involvement with customer management. 



  • 5-7 years experience in selling SaaS solutions to the supply chain market (FF and/or shippers)
  • Experience working at a startup/scale-up company developing new markets for new solutions
  • Experience at a freight forwarder (FF/shipper company) 
  • Has strong relationships with forwarders and/or shippers across North America
  • Excellent communication and presentation skills
  • Familiar with MEDDPICC sales process and Salesforce CRM
  • Experience developing and leading client relationships
  • Curiosity and an entrepreneurial mindset
  • Willingness to travel to visit clients and prospects 

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