Head of Mid-Market Sales
Core
Lead the North American Mid-Market Sales team to drive revenue for Cash App and Afterpay by securing deals with high-growth and established consumer brands in retail, fashion, beauty, travel, and QSR.
Role type
Senior leadership sales executive (Head of Mid-Market Sales)
Builds
Pay Now and Pay Later products for mid-market merchants
Domain
Fintech / Consumer Payments
Deliverable
production ML models | product features | dashboards & analysis | client delivery | infrastructure | physical/clinical work
Required skills
Complex commercial negotiation at scale, leading high-performing sales teams, strategic problem solving, cross-functional influence, operational and strategic mindset, executive presence, data-driven storytelling, talent development
Preferred skills
Experience in fast-moving technology or financial services, familiarity with product development in payments, comfort with analytics tools, creative storytelling
Technologies
None explicitly listed
Responsibilities
Oversee and coach the Mid-Market Account Executives team to win business at scale; Develop cross-functional partnerships with Marketing, Finance, Product, Risk, and Legal; Build team culture and develop talent; Represent the business as a thought-leader to merchant partners; Craft and pitch sales narratives to senior decision makers; Drive portfolio strategy by centralizing sales insights; Advocate for merchant feedback internally.
Seniority
Senior, hands-on IC with team leadership