S
Not Specified Permanent

Baltimore, Maryland · USA job

Mid-Market Account Executive, Commerce

Square Capital

Baltimore, Maryland

Job description

Overview

In this role, you will own and grow a portfolio of mid-market merchants for Cash App Pay and Afterpay, steering a consultative sales process from prospecting to close. You will collaborate with cross-functional partners to align merchant needs with product and go-to-market strategies, driving revenue and merchant growth. The role focuses on building pipeline, developing merchant-specific business cases, and negotiating complex deals at scale. You will represent the Cash App/Afterpay brands in industry events and merchant meetings, shaping how merchants acquire customers and convert sales. This is a high-impact, cross-functional role in a fast-moving fintech environment with a clear path to影促

Compensation / Benefits
  • remote work
  • medical insurance
  • flexible time off
  • retirement savings plans
  • family planning
Responsibilities
  • Own a portfolio of mid-market opportunities from prospecting through discovery, negotiation, contracting, launch, and handoff
  • Develop account plans outlining merchant priorities, decision-makers, blockers, and revenue opportunities
  • Build pipeline via outbound outreach, market research, partner referrals, events, and appointments
  • Qualify and prioritize opportunities based on fit, revenue potential, product alignment, and implementation needs
  • Lead discovery with business and technical stakeholders to understand priorities, needs, payment flows, and requirements
  • Create merchant-specific business cases and sales narratives linking Cash App Pay and Afterpay capabilities to acquisition and growth goals
  • Draft commercial proposals and negotiate pricing, terms, and procurement requirements
  • Coordinate deal teams across Product, Engineering, Marketing, Finance, Legal, Risk, and Operations
  • Track deal progress with milestones, ownership, and approvals; maintain data in Salesforce
  • Provide feedback to Product and GTM on merchant needs, market trends, and competitive insights
  • Contribute to sales processes and enablement to improve pipeline quality and win rates
  • Represent Cash App and Afterpay in merchant meetings and industry events
Key requirements
  • 5+ years in full-cycle B2B sales, partnerships, or related GTM roles
  • History of meeting/exceeding quota with mid-market or complex deals
  • Strong prospecting and pipeline-generation skills; outbound and market research experience
  • Executive presence, ability to influence senior stakeholders and tailor messaging
  • Strong commercial judgment and negotiation skills (pricing, terms, procurement)
  • Comfort using data to build business cases and prioritize opportunities
  • Product curiosity and technical fluency in payments, commerce, and growth
  • Self-starter, resilient to ambiguity and change
  • Excellent cross-functional collaboration and ability to lead without formal authority
  • Strong written and verbal communication; concise, compelling narratives
  • Willingness to travel for merchant meetings and events
  • Executive presence
  • Strong communication
  • Cross-functional collaboration
  • Payments and commerce domain knowledge
  • Data-driven analysis and business case development
  • Salesforce and pipeline management

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