Mid-Market Account Executive, Commerce

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

📋 Description

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

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

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

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

• Facilitate discovery sessions with both business and technical stakeholders.

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

• Craft commercial proposals while negotiating pricing, financial terms, contracts, procurement needs, and implementation dependencies.

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

• Oversee deal progression by tracking milestones, identifying next steps, assigning stakeholder ownership, and managing approval processes.

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

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

• Support sales processes, create enablement materials, and establish operating rhythms.

• Achieve individual revenue and sales targets.

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

⛳️ Requirements

• Over 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 history of meeting or surpassing quotas and successfully closing mid-market or complex commercial agreements.

• Strong skills in prospecting and generating a sales pipeline.

• Demonstrated executive presence and capability to influence senior stakeholders.

• Excellent commercial judgment and negotiation abilities.

• Proficient in using data to construct business cases, prioritize opportunities, evaluate pipeline quality, and convey trade-offs.

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

• Capability to navigate ambiguity, frequent changes, and shifting priorities.

• Skills in cross-functional collaboration and leading projects without formal authority.

• Strong written and oral communication abilities.

• 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 benefits.

• Reasonable accommodations for applicants with disabilities.

• An inclusive interview experience.