Enterprise Account Executive, Expansion (Remote)

officespacesoftware; Boston (MA); Remote; USD 140,000 - 200,000; Full time

Job summary

OfficeSpace is seeking an Enterprise Account Executive-Strategic to own growth with strategic relationships across complex organizations. You act as a value architect, leveraging data, AI, and commercial discipline to expand enterprise accounts.

You will lead multi-year expansion plans, develop account strategies, and close pipeline independent of renewal cycles, partnering with Client Success, Product, and Solutions teams to drive adoption and outcomes.

Qualifications

• 5-10+ years of SaaS sales experience across Mid-Market and Enterprise segments.
• Proven experience in complex B2B or enterprise sales with multi-stakeholder deals.
• Ability to build pipeline within existing accounts independent of contract timing.

Responsibilities

• Own and grow a portfolio of high-value strategic accounts with multi-year expansion plans.
• Develop and execute strategic account plans translating priorities into expansion plays.
• Create and close pipeline identifying whitespace and aligning to executive priorities.
• Lead multi-threaded sales motions engaging economic buyers and stakeholders.
• Sell platform-level solutions driving measurable business outcomes.
• Partner with Client Success, Product, and Solutions teams to drive adoption and expansion.
• Drive executive conversations connecting OfficeSpace capabilities to enterprise initiatives.

Skills

SaaS sales

Enterprise sales

C-level engagement

Strategic account planning

Education

Bachelor's degree

Job description

About OfficeSpace:

OfficeSpace Software provides the leading AI operating system for the built world, that helps teams plan, connect, and perform in the workplace. As a performance-based, PE-backed company, we hire based on merit and a willingness to do what it takes to succeed long-term. You're a great fit for the role if you're entrepreneurial, passionate, motivated by building at light speed, and an Agentic AI early adopter. Our world-class teams operate in the US, Canada, and Costa Rica in a culture of trust, respect, growth, and impact.

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.

Why OfficeSpace?

High-Performance Culture :

At OfficeSpace, we believe in the power of accountability, focus, and drive. Our A-Player team members work together to deliver measurable, meaningful results. We recognize and reward those who push boundaries and achieve excellence.

Ownership and Accountability :

We trust our employees to take full ownership of their roles, providing the autonomy to innovate and the support to succeed. We seek individuals who are self-motivated and thrive in an environment where they can drive impactful outcomes.

Technology-Forward :

As a company invested in cutting-edge technology, we integrate AI and other advanced solutions across our platform to enhance productivity