Mid-Market Account Executive – Commerce

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

📋 Description

• Take ownership of a portfolio consisting of mid-market opportunities, managing the process from prospecting and qualification to discovery, negotiation, contracting, launch, and handoff.

• Create account plans that highlight merchant priorities, key decision-makers, obstacles, and potential revenue opportunities.

• Generate a robust pipeline through outbound outreach, market analysis, lead assignments, vertical insights, events, referrals, and introductions via partners.

• Assess and prioritize opportunities based on merchant compatibility, revenue potential, product alignment, implementation needs, and probability of closing.

• Facilitate discovery sessions with both business and technical stakeholders.

• Develop tailored business cases and sales narratives for Cash App Pay and Afterpay specific to each merchant.

• Formulate commercial proposals and negotiate terms, including pricing, financial agreements, contracts, procurement needs, and implementation dependencies.

• Collaborate with deal teams across various departments, including Product, Engineering, Marketing, Finance, Legal, Risk, Sales Strategy, and Operations.

• Oversee deal progression by utilizing milestones, next steps, stakeholder accountability, and approval requirements.

• Keep opportunity data, pipeline reports, and sales forecasts updated in Salesforce and other related systems.

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

• Assist in refining sales processes, enablement materials, and operational rhythms.

• Achieve individual revenue and sales targets consistently.

• Represent Cash App and Afterpay during merchant meetings, industry events, and networking opportunities.

⛳️ Requirements

• A minimum of 5 years of experience in full-cycle B2B sales, business development, partnerships, or a comparable go-to-market position.

• Ideally, experience within commerce, payments, fintech, SaaS, retail technology, or another rapidly evolving technology landscape.

• Proven ability to meet or surpass quotas and successfully close mid-market or complex commercial transactions.

• Strong skills in prospecting and generating pipeline opportunities.

• Executive presence with the capability to influence senior stakeholders and cross-functional buying committees.

• Excellent commercial acumen and negotiation abilities.

• Proficient in using data to formulate business cases, prioritize opportunities, assess pipeline quality, and communicate trade-offs effectively.

• A keen interest in products and technical fluency related to payments, commerce, customer acquisition, marketing, and merchant growth.

• Comfort in navigating ambiguity, frequent changes, and shifting priorities.

• Exceptional cross-functional collaboration skills and the ability to lead initiatives without formal authority.

• Strong written and verbal communication abilities.

• A mindset geared toward continuous improvement.

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

🏝️ Benefits

• Remote work opportunities.

• Comprehensive medical insurance.

• Flexible time off policies.

• Retirement savings plans.

• Modern family planning options.

• Reasonable accommodations for disabled applicants throughout the recruitment process.