Enterprise Account Executive, Expansion (Remote)

OfficeSpace Software • Boston, MA

6d • Remote

About The Position

OfficeSpace Software is hiring an Enterprise Account Executive, Expansion to grow high-value enterprise accounts. The role focuses on building and protecting strategic client relationships, creating multi-year expansion strategies, and driving measurable business outcomes through OfficeSpace’s AI-enabled workplace platform. The account executive acts as a strategic advisor and executive partner, connecting platform capabilities to priorities such as cost optimization, workforce productivity, and real estate strategy.

The role leads complex, multi-stakeholder sales motions and proactively generates expansion pipeline within existing accounts, independent of renewal timing. It requires disciplined pipeline and deal management, executive engagement, and close collaboration with Client Success, Product, and Solutions teams to support adoption and broaden platform use. The position is remote and suited to someone who takes ownership of account strategy and commercial results in a performance-driven, high-change environment.

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, including creating and closing large, multi-stakeholder deals.
• Demonstrated ability to build pipeline within existing accounts and develop opportunities independently of contract timing.
• Executive presence and ability to engage and influence C-level stakeholders, including CFOs, COOs, and CIOs, through business-focused conversations.
• Strategic thinking and deal-shaping ability, including translating ambiguous client needs into expansion strategies and value propositions.
• Experience selling platform or multi-product solutions focused on outcomes, ROI, and long-term transformation.
• Strong discovery and multi-threading skills, with the ability to build relationships across organizational functions and levels.
• Ownership, accountability, and a bias toward action and results.
• Ability to collaborate cross-functionally 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 by developing and executing multi-year expansion strategies aligned with client priorities.
• Develop strategic account plans with actionable expansion plays, value hypotheses, timelines, and deal strategies.
• Proactively create and close pipeline by identifying whitespace, shaping opportunities, and aligning with executive-level priorities rather than relying on renewal cycles.
• Lead complex, multi-threaded sales motions with economic buyers and stakeholders across business, finance, and operations.
• Position and sell platform-level solutions based on measurable business outcomes rather than product features.
• Partner with Client Success, Product, and Solutions teams to coordinate account strategy, unlock new use cases, and support adoption that enables 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, forecast accuracy, and clear deal progression.
• 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

• OfficeSpace offers comprehensive and competitive benefits packages globally, designed to support employees’ health, well-being, and financial security.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior