Enterprise Account Executive (Remote)

OfficeSpace Software•Chicago, IL

3d•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. This role runs disciplined, value-led sales cycles with senior decision-makers and uses AI-powered tools to prospect, manage deals, and close new business. The position is suited to an entrepreneurial, motivated seller who takes ownership of their territory and consistently delivers revenue results.

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.
Ability to run full-cycle sales without relying on a BDR.
Strong discovery, storytelling, presentation, and negotiation skills.
Fluency with modern sales tools such as Salesforce, SalesLoft, Gong, LinkedIn Sales Navigator, or similar.
Ability to audit and improve AI-generated outreach, deal insights, and forecasts.
High ownership mindset and ability to manage a sales territory independently.
Grit, curiosity, and a strong drive to win.
Willingness to travel when needed.

Nice To Haves

Experience selling into Facilities, Workplace, HR, IT, Finance, or Real Estate functions.

Responsibilities

Acquire new logos across a defined Enterprise territory by building pipeline, running deals, and closing business.
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 accurate pipeline records and forecasts using Salesforce and revenue intelligence tools.
Partner with Marketing and Business Development to accelerate deal velocity and improve win rates.
Share market feedback to inform product strategy and go-to-market execution.
Meet and exceed new-logo revenue targets.