Sales Development Representative, Enterprise

About OfficeSpace: 

OfficeSpace Software provides the leading AI operating system for the built world, that helps teams plan, connect, and perform in the workplace. As a performance-based, PE-backed company, we hire based on merit and a willingness to do what it takes to succeed long-term. You’re a great fit for the role if you’re entrepreneurial, passionate, motivated by building at light speed, and an Agentic AI early adopter. Our world-class teams operate in the US, Canada, and Costa Rica in a culture of trust, respect, growth, and impact.  

Role Summary:

As a Sales Development Representative, Enterprise, you will build pipeline across Mid-Market and Enterprise accounts through targeted ABX programs. This is not your average SDR role, but a strategic position where you will partner with Sales and Marketing to identify buying signals, map key stakeholders, personalize outreach, and shape account plays for high-value organizations.

This is a career-launching role for ambitious builders who want to grow into Account Executive, Account Management, Solutions Engineering, Marketing, or Client Success roles.

What you'll do 

• Build qualified pipeline through outbound prospecting across Mid-Market and Enterprise accounts.  

• Use AI-powered sales technologies, intent data, and market signals to identify high-probability opportunities.  

• Own and manage a targeted account patch, including a prioritized list of high-value ABX accounts. 

• Research target accounts to understand workplace strategy, real estate footprint, hybrid work policies, leadership priorities, growth signals, and operational pain points. 

• Map key stakeholders across Facilities, Corporate Real Estate, Workplace Operations, IT, Finance, and other relevant buying groups. 
  Develop highly personalized messaging using AI-assisted research, account insights, buyer signals, and relevant business triggers. 

• Balance deep ABX work with consistent outbound execution, including calls, emails, LinkedIn touches, account research, and cadence enrollment. 

• Conduct discovery conversations and qualify opportunities using MEDDPICC methodology.  

• Partner closely with Account Executives to accelerate pipeline progression and revenue generation.  

• Own a territory book of business and develop innovative prospecting strategies to increase market penetration.  

• Analyze outreach performance, conversion metrics, and pipeline health to continuously improve results.