Enterprise Account Executive, Expansion (Remote)

Role Summary:

You own growth at the highest level. As an Enterprise Account Executive- Strategic, you build, expand, and protect strategic relationships across complex organizations with our highest value clients. You operate as a value architect, and executive partner to drive strategic and transformational client value - using data, AI, and sharp commercial discipline to grow enterprise accounts. 

What You Will Do 

• Own and grow a portfolio of high-value strategic accounts by developing and executing multi-year expansion strategies aligned to each client’s business priorities. 

• Develop and execute strategic account plans that translate client priorities into actionable expansion plays with clear value hypotheses, timelines, and deal strategies. 

• Create and close pipeline proactively - not tied to renewal cycles - by identifying whitespace, shaping opportunities, and aligning to executive-level priorities within your accounts. 

• Lead complex, multi-threaded sales motions by engaging economic buyers and key stakeholders across business, finance, and operations to build consensus and urgency. 

• Sell platform-level solutions, not product features, positioning OfficeSpace as a mission-critical operating system that drives measurable business outcomes. 

• Partner closely with Client Success, Product, and Solutions teams to orchestrate account strategy, unlock new use cases, and ensure successful adoption that fuels expansion. 

• Drive executive conversations that connect OfficeSpace capabilities to enterprise-level initiatives such as cost optimization, workforce productivity, and real estate strategy. 

• Operate with rigor and discipline in pipeline and deal management, maintaining high-quality opportunities, accurate forecasting, and clear progression toward close. 

• Continuously expand deal scope and value, moving beyond initial use cases to broader platform adoption across workplaces, assets, and employee experience. 
• Act as the quarterback of your accounts, ensuring alignment across all internal and client stakeholders to deliver both client impact and commercial outcomes. 

What You’ll Bring: 

• 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 track record of creating and closing large, multi-stakeholder deals (not just managing renewals or transactional upsells). 

• Demonstrated ability to build pipeline within existing accounts, identifying and developing opportunities independent of contract timing. 

• Strong executive presence, with the ability to engage and influence C-level stakeholders (CFO, COO, CIO) through business-focused conversations. 

• Strategic thinking and deal-shaping capability, including the ability to translate ambiguous client needs into clear expansion strategies and compelling value propositions. 

• Experience selling platform or multi-product solutions, with a focus on outcomes, ROI, and long-term transformation rather than features. 

• Exceptional discovery and multi-threading skills, consistently building relationships across functions and levels within an organization. 

• High level of ownership and accountability, operating with a “CEO of the account” mindset and a bias toward action and results. 

• Ability to collaborate cross-functionally, leveraging Client Success, Product, and technical teams to drive both adoption and expansion. 

• Comfort operating in a high-change, performance-driven environment, with clear expectations around pipeline creation, deal quality, and quota attainment. 

• Intellectual curiosity and business acumen, enabling you to understand client industries, uncover strategic opportunities, and connect them to OfficeSpace’s platform value.