Enterprise Account Executive (Remote)

OfficeSpace Software•Chicago, IL
•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 the end-to-end process of acquiring new customers across a defined Enterprise territory. The role runs disciplined, value-led sales cycles with senior decision-makers and uses AI-powered tools to prospect, sell, and close. The successful candidate turns OfficeSpace’s platform into revenue by building pipeline, closing new logos, and meeting or exceeding revenue targets. The role works with stakeholders across Facilities, Workplace, HR, IT, Finance, and Real Estate functions. It partners with Marketing and Business Development to accelerate deals, and provides frontline market feedback to inform product strategy and go-to-market execution. OfficeSpace describes its culture as high-performance, accountable, technology-forward, collaborative, growth-oriented, and committed to innovation and diversity.

Requirements

  • Bachelor’s degree in Business, Marketing, or a related field.
  • Proven Enterprise B2B SaaS sales experience closing new business with senior buyers.
  • Track record of meeting and exceeding quota in outbound-driven roles.
  • Comfort running full-cycle sales without relying on a BDR.
  • Strong discovery, storytelling, presentation, and negotiation skills.
  • Experience selling into Facilities, Workplace, HR, IT, Finance, or Real Estate functions.
  • Fluency with modern sales tools such as Salesforce, SalesLoft, Gong, and LinkedIn Sales Navigator, or similar tools.
  • Ability to audit and improve AI-generated outreach, deal insights, and forecasts.
  • High ownership mindset and ability to manage a sales book independently.
  • Grit, curiosity, and a strong drive to win.
  • Willingness to travel when needed.

Responsibilities

  • Own new-logo acquisition across a defined Enterprise territory by building pipeline, running deals, and closing.
  • Lead buyer-driven, value-based sales cycles with C-level, VP, and Director stakeholders.
  • Use AI-assisted prospecting to identify high-intent accounts and create new opportunities.
  • Translate workplace, facilities, and real estate challenges into clear, quantifiable business value.
  • Deliver compelling product demonstrations that connect OfficeSpace capabilities to real-world outcomes.
  • Guide AI-generated proposals, pricing models, and forecasts, ensuring accuracy, clarity, and impact.
  • Negotiate contracts and commercial terms.
  • Maintain pipeline hygiene and forecasting using Salesforce and revenue intelligence tools.
  • Partner with Marketing and Business Development to accelerate deal velocity and improve win rates.
  • Share market feedback to shape product strategy and go-to-market execution.
  • Meet and exceed new-logo revenue targets.

Benefits

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