Checkout.com · 1 day ago
Senior Manager, Sales Mid-Market
Checkout.com is a leading fintech company that enables businesses to thrive in the digital economy. They are seeking a passionate and results-oriented Sales Leader to recruit, build, and lead a national commercial team focused on the high-growth Middle Market segment in North America.
FinTechPaymentsTransaction Processing
Responsibilities
Segment Ownership & Scaling: Recruit, build, lead, mentor, and energize a national commercial team to consistently surpass revenue targets by successfully selling Checkout.com’s product suite to North American lower Middle Market merchants
World-Class Commercial Engine: Deliver the necessary structure, cadence, quality, and discipline to create a professionalized, scalable, and world-class commercial capability for the Middle Market segment
Pipeline Generation: Work with the team to help drive new opportunities in our target Ideal Client Profile (ICP) and Strategic Territory Planning (STP) into the pipeline. Additionally, work in close partnership with the wider Commercial team to align Marketing, Partnerships, and Sales in generating strong leads, driving engagement, and accelerating deal volume within the segment
Pipeline Acceleration: Actively engage on key opportunities, offering strategic guidance, deal coaching and direct support to help the team progress deals efficiently through the sales and onboarding process. Help build and nurture valuable relationships with founders, senior leaders, and decision-makers in businesses, demonstrating strong financial acumen and a data-driven approach to achieving performance metrics
Strategic Cross-Functional Partner: Serve as a subject matter expert on North American payments and the wider ecosystem. Work closely across Marketing, Solutions Engineering, Product, Technology, and Implementation teams to optimize processes and productivity
Qualification
Required
Strong track record of building, managing, and delivering exceptional results within a commercial team, ideally within a larger global organization
Deep knowledge and understanding of both payments technology and the Middle Market or Enterprise ecosystems. Must understand the competitive payments landscape and what defines a stellar payments partner
An inspiring, engaging people leader and communicator with a passion in attracting, recruiting, managing, and developing top commercial talent. Must be ready to spend the first year recruiting and developing top talent
Experience operating in a high-growth, fast-paced environment. Able to cope with the ambiguity of scaling a team, sometimes with lean resources
Possesses a strategic mindset combined with an ability to adopt a hands-on approach and be close to the detail when needed. Proven ability to translate a sales strategy into clear operational plans and repeatable processes that drive consistent execution across the team
Benefits
Hybrid working model offers flexibility, with three days per week in the office to support collaboration and connection
Company
Checkout.com
Checkout.com is a global provider of payment solutions that help businesses and communities thrive in the digital economy.
H1B Sponsorship
Checkout.com has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (3)
2024 (1)
2022 (3)
Funding
Current Stage
Late StageTotal Funding
$1.83BKey Investors
Tiger Global ManagementCoatue
2022-01-12Series D· $1B
2021-01-11Series C· $450M
2020-06-22Series B· $150M
Recent News
2026-01-05
2025-12-24
Business News Americas
2025-12-16
Company data provided by crunchbase