Remote Position

[Remote] Mid-Market Account Executive

🌍 Remote · United States 💼 Full-time

Note: The job is a remote job and is open to candidates in USA. Square is hiring a Mid-Market Account Executive to bring its commerce ecosystem to new sellers across diverse industries. The role owns the outbound sales cycle, builds pipeline, develops tailored multi-product solutions, and closes complex deals while collaborating across teams and managing forecasts.

Responsibilities

  • Own the full outbound sales cycle — from prospecting to negotiation to close — with mid-market merchants
  • Build and manage a high-quality pipeline through cold outreach, social selling, targeted campaigns, and creative outbound strategies
  • Develop multi-product solutions across Square’s ecosystem and tailor them to each merchant’s unique needs
  • Partner with Business Development on lead flow while independently driving net-new logo acquisition
  • Conduct high-impact discovery, demos, and negotiations with decisiveness across multi-stakeholder deals
  • Act as a consultant and trusted advisor — seamlessly flexing across BDR, AE, and AM responsibilities when needed
  • Collaborate cross-functionally with Product, Marketing, Implementation, and Operations to deliver cohesive solutions
  • Maintain disciplined pipeline management and forecasting accuracy in Salesforce
  • Consistently hit and exceed revenue goals — monthly and quarterly

Skills

  • 5+ years of sales experience in a full cycle closing role
  • A BA/BS degree or relevant experience
  • Demonstrated exceeding sales targets, selling a diverse ecosystem of products, and closing complex deals
  • The ability to drive deals independently in a fast-paced, dynamic environment
  • Business development experience (e.g. new logo sourcing and acquisition)
  • A collaborative and team player mentality
  • Prior Salesforce experience or equivalent

Benefits

  • Remote work
  • Medical insurance
  • Flexible time off
  • Retirement savings plans
  • Modern family planning

Company Overview

  • Since 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 Oakland, California, USA, with a workforce of 1001-5000 employees. Its website is https://block.xyz.
  • Company H1B Sponsorship

  • Square has a track record of offering H1B sponsorships, with 114 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.
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