Enterprise Account Executive
Owns complex, high-value enterprise sales cycles for Square, from prospecting through signed contract. The role requires 8+ years of enterprise selling experience, technical fluency with integrations, executive presence, and the ability to coordinate multi-stakeholder deals.
About the job
Responsibilities
- Develop sophisticated, insight-led sales narratives tailored to client business priorities.
- Identify entry points, map stakeholder influence, and build compelling business cases with clear ROI.
- Own the full sales cycle, from prospecting and discovery through negotiation and close.
- Manage pipeline rigorously, qualify opportunities, and maintain momentum through each stage.
- Partner with Solutions Engineering on platform requirements and API integrations.
- Translate technical concepts for executive decision-makers and involve the appropriate experts when needed.
- Coordinate stakeholders across Finance, Legal, Risk, Product, Solutions Engineering, and Account Management.
- Surface blockers, resolve ambiguity, and maintain cross-functional alignment.
- Represent Square in C-suite meetings, industry conferences, and technical working sessions.
- Build relationships with senior leaders at leading brands and platform partners through events and networking.
- Bring customer insights into product roadmaps and go-to-market strategy.
- Use AI tools to improve research, automate workflows, and increase productivity.
Requirements
- 8+ years of enterprise sales experience, with a record of closing complex, high-value deals with end-to-end ownership.
- Deep experience with technical sales cycles involving API integrations, custom development, and platform configuration.
- Ability to orchestrate multi-stakeholder deals with strong communication, follow-through, and organizational discipline.
- Executive presence in conference, C-suite, discovery, and technical settings.
- Experience selling complex SaaS or fintech ecosystems, ideally in payments, commerce, or adjacent industries.
- Ability to work independently in a fast-paced, ambiguous environment.
- Ability to translate complex technical concepts into clear business terms.
- BA/BS degree or equivalent professional experience.
- Willingness to travel approximately 40%.
Benefits
- Remote work options
- Medical insurance
- Flexible time off
- Retirement savings plans
- Modern family planning benefits
Skills
Enterprise Sales, SaaS, Fintech, Payments, Commerce, API Integrations, Custom Development, Platform Configuration, Solutions Engineering, Pipeline Management, Sales Strategy, Cross-Functional Alignment, AI Tools, Executive Selling, CRM
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