Remote Enterprise Account Executive AI-Driven Growth

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

Job summary

OfficeSpace Software is hiring an Enterprise Account Executive to own the end-to-end sales motion and bring new logos into the platform. You’ll run value-led, full-cycle deals with senior decision-makers, leveraging AI-powered tools to prospect smarter and close with confidence.

You’ll engage C-level and VP buyers across Facilities, Workplace, HR, IT, Finance, and Real Estate, delivering compelling demos and rigorous forecasts. Travel as needed in the Chicago and US territory.

Qualifications

• 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 hitting and exceeding quota in outbound-driven roles.
• Deep experience running full-cycle sales without a BDR.
• Strong discovery, storytelling, presentation, and negotiation skills.
• Experience selling into Facilities, Workplace, HR, IT, Finance, or Real Estate.
• Fluency with Salesforce, SalesLoft, Gong, LinkedIn Sales Navigator or similar.
• Ability to audit and improve AI-generated outreach, deal insights, and forecasts.
• High ownership mindset and grit to win.
• Willingness to travel as needed.

Responsibilities

• Own new-logo acquisition across a defined Enterprise territory; build pipeline and close.
• Lead buyer-driven, value-based sales cycles with C-level, VP, and Director stakeholders.
• Orchestrate AI-assisted prospecting to identify high-intent accounts and create new opportunities.
• Translate workplace and real estate challenges into quantifiable business value.
• Deliver compelling product demos connecting OfficeSpace capabilities to outcomes.
• Guide AI-generated proposals, pricing models, and forecasts with clarity and impact.
• Negotiate contracts and terms with confidence and discipline.
• Maintain pipeline hygiene and forecasting using Salesforce and revenue tools.
• Partner with Marketing and Business Development to accelerate deal velocity.

Skills

Enterprise B2B SaaS sales

Full-cycle sales

Discovery & negotiation

Storytelling & presentations

Auditing AI-generated outreach

Ownership mindset

Travel willingness

Education

Bachelor's degree in Business/Marketing or related field

Tools

Salesforce

SalesLoft

Gong

LinkedIn Sales Navigator

Job description

OfficeSpace Software is hiring an Enterprise Account Executive to own the end-to-end sales motion and bring new logos into the platform. You’ll run value-led, full-cycle deals with senior decision-makers, leveraging AI-powered tools to prospect smarter and close with confidence.

You’ll engage C-level and VP buyers across Facilities, Workplace, HR, IT, Finance, and Real Estate, delivering compelling demos and rigorous forecasts. Travel as needed in the Chicago and US territory.