Enterprise Account Executive, Expansion (Remote)

OfficeSpace Software•Boston, MA
•Remote

About The Position

OfficeSpace Software provides an AI operating system for the built world, helping teams plan, connect, and perform in the workplace. The Enterprise Account Executive owns growth across a portfolio of high-value strategic clients, building, expanding, and protecting relationships throughout complex organizations. The role acts as a value architect and executive partner, using data, AI, and commercial discipline to drive strategic client value and account growth. The position develops multi-year expansion strategies and account plans aligned to clients’ business priorities, creates pipeline outside renewal cycles, and leads complex, multi-stakeholder sales motions. It sells platform-level solutions tied to measurable business outcomes and works closely with Client Success, Product, and Solutions teams to unlock use cases, support adoption, and expand platform use. The role also drives executive conversations, manages pipeline and forecasts rigorously, and coordinates internal and client stakeholders to deliver client impact and commercial results.

Requirements

  • Bachelor’s degree.
  • 5–10+ years of SaaS sales experience across Mid-Market and Enterprise segments.
  • Proven experience in complex B2B or enterprise sales, with a record of creating and closing large, multi-stakeholder deals.
  • Ability to build pipeline within existing accounts and develop opportunities independent of contract timing.
  • Strong executive presence and ability to engage and influence C-level stakeholders through business-focused conversations.
  • Strategic thinking and deal-shaping ability, including translating ambiguous client needs into expansion strategies and compelling value propositions.
  • Experience selling platform or multi-product solutions with a focus on outcomes, ROI, and long-term transformation.
  • Strong discovery and multi-threading skills, with the ability to build relationships across organizational functions and levels.
  • High ownership and accountability, with a bias toward action and results.
  • Ability to collaborate across functions and work with Client Success, Product, and technical teams to drive adoption and expansion.
  • Comfort working in a high-change, performance-driven environment with expectations for pipeline creation, deal quality, and quota attainment.
  • Intellectual curiosity and business acumen to understand client industries and connect strategic opportunities to OfficeSpace’s platform value.

Responsibilities

  • Own and grow a portfolio of high-value strategic accounts through multi-year expansion strategies aligned to clients’ business priorities.
  • Develop strategic account plans with actionable expansion opportunities, value hypotheses, timelines, and deal strategies.
  • Proactively create and close pipeline by identifying whitespace and shaping opportunities independent of renewal cycles.
  • Lead complex, multi-threaded sales motions and build consensus with economic buyers and stakeholders across business, finance, and operations.
  • Position and sell platform-level solutions around measurable business outcomes rather than product features.
  • Partner with Client Success, Product, and Solutions teams to coordinate account strategy, identify use cases, and support adoption and expansion.
  • Lead executive conversations connecting OfficeSpace’s capabilities to initiatives such as cost optimization, workforce productivity, and real estate strategy.
  • Manage pipeline and deals rigorously, maintaining opportunity quality, accurate forecasts, and clear progression toward close.
  • Expand deal scope and value toward broader platform adoption across workplaces, assets, and employee experience.
  • Coordinate internal and client stakeholders to deliver client impact and commercial outcomes.

Benefits

  • Comprehensive and competitive benefits packages globally designed to support health, well-being, and financial security.
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