[Remote] Enterprise Account Executive

Note: The job is a remote job and is open to candidates in USA. Square is a technology company that aims to increase access to the global economy through various financial services and commerce solutions. As an Enterprise Account Executive, you will manage high-value sales cycles, craft deal strategies, and collaborate with cross-functional teams to close complex deals. This role requires strong technical sales skills and the ability to engage with executive stakeholders.ResponsibilitiesCraft and Lead Deal Strategy: Develop sophisticated, insight-led sales narratives tailored to client business priorities. You will identify the right entry points, mapping stakeholder influence, and building compelling business cases that create clear ROIOwn the Full Sales Cycle: Manage your pipeline end-to-end with precision — from prospecting and discovery through negotiation and close — qualifying rigorously and driving momentum at every stage without losing sight of the detailsLead Technical, Complex Sales Cycles: Partner closely with Solutions Engineering to scope platform requirements and API integrations. Translate deeply technical concepts into language that resonates with executive decision-makers and know when to bring in the right expert at the right momentOrchestrate Internal Alignment: Quarterback cross-functional stakeholders across Finance, Legal, Risk, Product, Solutions Engineering, and Account Management — proactively surfacing blockers, resolving ambiguity, and ensuring everyone is aligned and moving in the same directionRepresent Square at the Highest Level: Represent Square in C-suite meetings, on stage at industry conferences, or in working sessions with a prospect's technical team — with executive presence that is polished, credible, and authenticBuild Block's Enterprise Network: Represent Square at industry events, trade shows, and networking functions; develop lasting relationships with senior leaders at leading brands and platform partnersBe a Multiplier for the Business: Channel the voice of the customer internally to influence product roadmaps and go-to-market strategy; apply AI tools to sharpen your research, automate workflows, and increase your overall outputSkills8+ years of enterprise sales experience, with a track record of closing complex, high-value deals with end-to-end ownershipDeep experience in technical sales cycles — you're fluent in conversations involving API integrations, custom development, and platform configuration, and you collaborate naturally with Solutions Engineering teamsA proven ability to orchestrate multi-stakeholder deals — internally and externally — with exceptional communication, follow-through, and organizational disciplineExecutive presence that's equally at home on a conference stage, in a C-suite boardroom, or on a discovery call with a technical championExperience selling a complex ecosystem of SaaS or fintech products, ideally in payments, commerce, or adjacent verticalsThe ability to operate independently in a fast-paced, ambiguous environment — you don't wait to be told what to do nextA talent for translating complexity into clarity — whether that's simplifying a technical integration for a CFO or structuring an ambiguous problem for an internal stakeholderA BA/BS degree or equivalent professional experienceWillingness to travel ~40%BenefitsRemote workMedical insuranceFlexible time offRetirement savings plansModern family planningCompany OverviewSince we opened our doors in 2009, the world of commerce has evolved immensely, and so has Square. It was founded in 2009, and is headquartered in San Francisco, California, USA, with a workforce of 1001-5000 employees. Its website is https://block.xyz.Company H1B SponsorshipSquare has a track record of offering H1B sponsorships, with 22 in 2026, 257 in 2025, 253 in 2024, 260 in 2023, 297 in 2022. Please note that this does not guarantee sponsorship for this specific role.