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Enterprise Account Executive, Remote US

Block· 20213 S&M - Sales - Square Outside
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Hybrid (Remote)$232k - $395.4kfull-timePosted 3mo ago

About the role

Senior enterprise sales role focused on closing strategic, high-value deals at Square/Block, owning the full sales cycle from prospecting to contract, with heavy collaboration across cross-functional teams and executive-facing engagement.

Responsibilities

  • Craft and Lead Deal Strategy: Develop sophisticated, insight-led sales narratives tailored to client business priorities. Identify entry points, map stakeholder influence, and build compelling business cases that create ROI.
  • Own the Full Sales Cycle: Manage pipeline end-to-end from prospecting and discovery through negotiation and close, qualifying rigorously and driving momentum at every stage.
  • Lead Technical, Complex Sales Cycles: Partner with Solutions Engineering to scope platform requirements and API integrations; translate technical concepts for executive decision-makers.
  • Orchestrate Internal Alignment: Coordinate Finance, Legal, Risk, Product, Solutions Engineering, and Account Management to surface blockers and align teams.
  • Represent Square at the Highest Level: Engage in C-suite meetings, industry conferences, and technical sessions with executive presence.
  • Build Block's Enterprise Network: Represent Square at industry events and develop relationships with senior leaders at major brands and platform partners.
  • Be a Multiplier for the Business: Influence product roadmaps and GTM strategy; apply AI tools to research, automate workflows, and increase output.

Qualifications

  • 8+ years of enterprise sales experience with a track record of closing complex, high-value deals with end-to-end ownership
  • Deep experience in technical sales cycles; fluent in API integrations, custom development, and platform configuration; collaboration with Solutions Engineering
  • Proven ability to orchestrate multi-stakeholder deals with exceptional communication and follow-through
  • Executive presence in C-suite settings and on discovery calls with technical champions
  • Experience selling a complex ecosystem of SaaS or fintech products, ideally payments, commerce, or adjacent verticals
  • Ability to operate independently in a fast-paced, ambiguous environment
  • Ability to translate complexity into clarity (e.g., simplifying technical integrations for CFOs)
  • BA/BS degree or equivalent professional experience
  • Willingness to travel ~40%

Skills

Required:Enterprise salesSolution selling

Benefits

  • Remote work
  • Medical insurance
  • Flexible time off
  • Retirement savings plans
  • Modern family planning
  • Other benefits listed on Block/Square sites
Last updated Sep 30, 2026. Interested? Apply on the company site.
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About Block

Block builds technology to increase access to the global economy.

Made up of Square, Cash App, Afterpay, TIDAL, Bitkey, and Proto, Block, Inc. builds technology to increase access to the global economy.

technologyfinancial servicesdigital paymentsmusic streaming
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