Strategic Enterprise Account Executive

officespacesoftware; Chicago (IL); Remote; USD 120,000 - 180,000; Full time

Job summary

OfficeSpace Software is seeking an Enterprise Account Executive — Strategic to own growth across high-value accounts. You will operate as a value architect, driving strategic expansion with data, AI, and disciplined sales governance.

You will engage executive stakeholders and lead multi-year expansion plans to maximize adoption and ROI. Role emphasizes platform-level solutions, cross-functional collaboration with Client Success, Product, and Solutions teams, and a strong focus on outcomes and

Qualifications

• 5–10+ years of SaaS sales experience in Mid-Market and Enterprise.
• Proven track record of closing large, multi-stakeholder enterprise deals.
• Experience building pipeline within existing accounts independent of contract timing.
• Ability to engage and influence C-level stakeholders (CFO, COO, CIO) through business-focused conversations.
• Experience selling platform or multi-product solutions with focus on outcomes and ROI.

Responsibilities

• Own and grow a portfolio of high-value strategic accounts with multi-year expansion plans.
• Develop strategic account plans translating priorities into actionable expansion plays and clear value hypotheses.
• Create and close pipeline by identifying whitespace and aligning to executive priorities within accounts.
• Lead complex, multi-threaded sales motions engaging economic buyers across business, finance, and operations.
• Sell platform-level solutions positioning OfficeSpace as a mission-critical operating system driving measurable outcomes.
• Collaborate with Client Success, Product, and Solutions teams to drive adoption and expansion.
• Drive executive conversations linking OfficeSpace capabilities to enterprise initiatives like cost optimization and real estate strategy.
• Maintain high-quality opportunities with accurate forecasting and clear progression toward close.
• Expand deal scope beyond initial use cases to broader platform adoption across workplaces and employee experience.
• Act as quarterback of accounts ensuring alignment across stakeholders to deliver client impact and commercial outcomes.

Skills

SaaS sales

Mid-Market & Enterprise

Executive presence

Strategic thinking

Complex deals

Pipeline development

Cross-functional collaboration

Account expansion

Ownership & accountability

Education

Bachelor's degree

Job description

OfficeSpace Software is seeking an Enterprise Account Executive — Strategic to own growth across high-value accounts. You will operate as a value architect, driving strategic expansion with data, AI, and disciplined sales governance.

You will engage executive stakeholders and lead multi-year expansion plans to maximize adoption and ROI. Role emphasizes platform-level solutions, cross-functional collaboration with Client Success, Product, and Solutions teams, and a strong focus on outcomes and