Middle Market Sales Leader

The role

You will recruit, build, and lead a national commercial team focused on the North American Middle Market segment. You will drive revenue by selling the product suite and creating a scalable commercial engine.

What you will do

• Recruit, build, lead, mentor, and energize a commercial team to surpass revenue targets.
• Create a professionalized, scalable, and world-class commercial capability for the Middle Market segment.
• Drive new opportunities in the target Ideal Client Profile and Strategic Territory Planning into the pipeline.
• Partner with Marketing, Partnerships, and Sales to generate leads and accelerate deal volume.
• Provide strategic guidance, deal coaching, and direct support to help the team progress deals.
• Build and nurture relationships with founders, senior leaders, and decision-makers.
• Serve as a subject matter expert on North American payments and the wider ecosystem.
• Work with Marketing, Solutions Engineering, Product, Technology, and Implementation teams to optimize processes.

Required qualifications

• Strong track record of delivering exceptional sales results within a commercial team.
• Deep knowledge and understanding of both payments technology and the Middle Market or Enterprise ecosystems.
• Understanding of the competitive payments landscape.
• Inspiring and engaging communicator.
• Passion in attracting, recruiting, managing, and developing top commercial talent.
• Experience operating in a high-growth, fast-paced environment.
• Ability to cope with the ambiguity of scaling a team with lean resources.
• Strategic mindset combined with an ability to adopt a hands-on approach.
• Ability to translate a sales strategy into clear operational plans and repeatable processes.

About the company

Checkout.com enables over 10 billion transactions yearly for more than one billion global shoppers. The company has 20 offices across six continents with London as its HQ.