Mid-Market Account Executive, Commerce

This is a fully remote position, open to applicants in California.

📋 Description

• Manage a portfolio of mid-market opportunities from initial prospecting and qualification to discovery, negotiation, contracting, launch, and handoff.

• Formulate account plans that identify merchant priorities, key decision-makers, potential blockers, and revenue opportunities.

• Generate pipeline through outbound outreach, market research, lead assignments, vertical insights, events, referrals, and partner introductions.

• Assess and prioritize opportunities based on fit, revenue potential, product alignment, implementation needs, and likelihood of closing.

• Facilitate discovery sessions with both business and technical stakeholders.

• Create merchant-specific business cases and sales narratives for Cash App Pay and Afterpay.

• Prepare commercial proposals and negotiate pricing, financial terms, contracts, procurement requirements, and implementation dependencies.

• Coordinate deal teams across Product, Engineering, Marketing, Finance, Legal, Risk, Sales Strategy, and Operations.

• Oversee deal progress utilizing milestones, next steps, stakeholder ownership, and approval processes.

• Maintain opportunity data, pipeline reporting, and sales forecasts in Salesforce and related systems.

• Provide merchant feedback, competitive intelligence, and market insights to Product and go-to-market teams.

• Contribute to sales processes, enablement materials, and operational rhythms.

• Achieve individual revenue and sales targets.

• Represent Cash App and Afterpay in merchant meetings, industry events, and networking forums.

⛳️ Requirements

• 5+ years of experience in full-cycle B2B sales, business development, partnerships, or a similar go-to-market role.

• Ideally, experience in commerce, payments, fintech, SaaS, retail technology, or another rapidly evolving technology sector.

• Proven track record of meeting or surpassing quotas and closing mid-market or complex commercial deals.

• Strong skills in prospecting and pipeline generation.

• Executive presence with the ability to influence senior stakeholders.

• Excellent commercial judgment and negotiation abilities.

• Proficient in using data to create business cases and prioritize opportunities.

• Curiosity about products and technical fluency in payments, commerce, customer acquisition, marketing, and merchant growth.

• Ability to navigate ambiguity and frequent changes.

• Cross-functional collaboration skills with the capability to lead projects without formal authority.

• Strong written and verbal communication skills.

• A mindset focused on continuous improvement.

• Willingness to travel for merchant meetings, industry events, and internal team gatherings.

🏝️ Benefits

• Remote work options.

• Medical insurance coverage.

• Flexible time off policies.

• Retirement savings plans.

• Modern family planning support.

• Reasonable accommodations for applicants with disabilities.

• An inclusive interview experience.