Remote Enterprise Account Executive—AI Revenue Builder

OfficeSpace Software Inc.; Chicago (IL); Remote; USD 120,000 - 180,000; Full time

Job summary

OfficeSpace Software, a leading AI operating system for the built world, seeks an Enterprise Account Executive in Chicago. You will own end-to-end new-logo acquisition, running value-led cycles with senior decision-makers and leveraging AI-powered tools to prospect smarter, sell faster, and close with confidence.

You’ll partner with Marketing and Development to accelerate deal velocity, deliver sharp demos, and translate workplace and real estate challenges into measurable business value while

Qualifications

• Enterprise B2B SaaS sales experience closing new business with senior buyers.
• Track record of hitting quota in outbound-driven roles.
• Full-cycle sales experience without a BDR.
• Strong discovery, storytelling, presentation, and negotiation skills.
• Experience selling into Facilities, Workplace, IT, HR, Finance, or Real Estate.

Responsibilities

• Own new-logo acquisition across an enterprise territory.
• Lead value-based sales cycles with C-level and Directors.
• Orchestrate AI-assisted prospecting to identify high-intent accounts and open new opportunities.
• Translate workplace, facilities, and real estate challenges into measurable business value.
• Deliver compelling product demos connecting OfficeSpace capabilities to outcomes.
• Guide AI-generated proposals, pricing models, and forecasts with clarity.
• Negotiate contracts and commercial terms with discipline.
• Maintain pipeline hygiene and forecasting using Salesforce and revenue intelligence tools.
• Partner with Marketing and Business Development to accelerate deal velocity and win rates.
• Share frontline market feedback to shape product strategy and GTM execution.
• Consistently meet and exceed new-logo revenue targets.

Skills

Enterprise SaaS sales

Quota attainment

Full-cycle sales

Discovery

Storytelling

Facilities/Real Estate vertical

AI outreach auditing

Willingness to travel

Education

Bachelor's degree in Business/Marketing or related field

Tools

Salesforce

SalesLoft

Gong

LinkedIn Sales Navigator

Job description

OfficeSpace Software, a leading AI operating system for the built world, seeks an Enterprise Account Executive in Chicago. You will own end-to-end new-logo acquisition, running value-led cycles with senior decision-makers and leveraging AI-powered tools to prospect smarter, sell faster, and close with confidence.

You’ll partner with Marketing and Development to accelerate deal velocity, deliver sharp demos, and translate workplace and real estate challenges into measurable business value while