Enterprise Account Executive

About the role

As an Enterprise Account Executive you will lead Square's expansion into the country's most strategic sellers. This is a high-impact role for a proven enterprise seller who can identify the right opportunities, build strong executive relationships, and drive complex deals from first engagement through launch. You will own accounts end-to-end-setting account strategy, generating pipeline, and closing high-value deals across multi-stakeholder buying groups with urgency. You'll partner closely with Solutions Engineering, Product, Partnerships, Legal, and Finance to bring the full Square ecosystem to market. We're looking for someone who combines strong commercial judgment with disciplined execution, and who raises the bar on how enterprise deals are run. You Will Own a targeted set of enterprise accounts Set clear priorities and be accountable for pipeline quality, deal progression, and closed revenue across your account set. Define and execute a clear account strategy Focus on the highest-impact opportunities and consistently convert pipeline into high-value wins. Lead complex, multi-stakeholder deals end-to-end Navigate executive, technical, and commercial stakeholders to drive alignment, accelerate decisions, and close deals at pace. Develop strong, insight-led account POVs Translate Square's platform into differentiated value that advances deals and improves win rates. Run a disciplined, detail-oriented sales process Maintain momentum across long cycles, qualify rigorously, and increase conversion at each stage of the funnel. Partner cross-functionally to win Work across Solutions Engineering, Product, Partnerships, Legal, and Finance to remove blockers and close complex deals effectively. Represent Square with credibility at senior levels Build trusted relationships with executives that unlock access, influence decisions, and drive long-term partnerships. You Have 8+ years of enterprise or strategic sales experience, with a consistent track record of exceeding targets and closing complex, high-value deals with full ownership Proven ability to build, qualify, and convert pipeline within a focused account set, with strong judgment on where to invest time and why Deep experience leading multi-threaded enterprise deals, navigating executive, technical, and procurement stakeholders with clarity and control Strong commercial acumen, with the ability to structure and negotiate deals thoughtfully across pricing, scope, and long-term value Executive presence and credibility-you communicate with precision, challenge constructively, and earn trust with senior decision-makers Experience selling a complex platform, SaaS, fintech, or payments solution into large or operationally sophisticated organisations A high standard for execution: you are disciplined, prepared, and follow through consistently, especially in long and ambiguous sales cycles A strong sense of ownership-you take responsibility for outcomes, not just activity, and operate effectively without heavy structure The ability to simplify complexity and drive clarity, both externally with customers and internally across teams We're working to build a more inclusive economy where our customers have equal access to opportunity, and we strive to live by these same values in building our workplace. Block is a proud equal opportunity employer. We work hard to evaluate all employees and job applicants consistently, without regard to identity or other legally protected class. We believe in being fair, and are committed to an inclusive interview experience, including providing reasonable accommodations to disabled applicants throughout the recruitment process. We encourage applic