Director Enterprise Sales (Real Estate)

About the Role

We’re looking for a highly strategic, enterprise-focused seller to help expand our footprint across the residential real estate ecosystem. This is not a traditional “run the playbook” sales role—this person will operate at the intersection of enterprise sales, partnerships, and go-to-market strategy.

You’ll work with some of the largest brokerages, platforms, and real estate organizations in the U.S., building long-term relationships and closing complex, high-value deals. You’ll also play a key role in shaping how we position, sell, and scale within the industry.

If you thrive in consultative sales environments, enjoy navigating multi-stakeholder deals, and want to help define a category, this role is for you.

This roles is 100% remote anywhere in the United States.

What You’ll Do

Own the full lifecycle of enterprise sales—from strategic prospecting through close and expansion
Build relationships with senior decision-makers across brokerages, MLSs, portals, and adjacent real estate organizations
Lead complex deal cycles involving multiple stakeholders across product, marketing, operations, and executive leadership
Identify and develop strategic partnerships that drive new revenue and market expansion
Collaborate cross-functionally with product, marketing, and leadership to refine positioning and go-to-market strategy
Develop and execute account-based strategies to win and grow key enterprise clients
Contribute to building scalable sales processes, outbound strategies, and pipeline generation efforts
Represent the company at industry events, conferences, and client meetings
Continuously identify opportunities to expand accounts and drive long-term value

Who You Are

A strategic, consultative seller who understands how to navigate complex organizations
Comfortable operating with autonomy and helping shape the sales motion—not just execute it
Equally strong at hunting new business and growing strategic accounts
Skilled at building trust with executives and aligning solutions to business outcomes
Naturally curious about industry trends, technology, and how platforms drive growth in real estate
Energized by fast-paced, evolving environments where you can make a visible impact

Key Requirements

5+ years of experience in enterprise B2B sales, partnerships, or business development within real estate, proptech, or fintech
Deep understanding of the residential real estate ecosystem (brokerages, MLSs, mortgage, portals, etc.)
Proven success closing complex, high-value enterprise deals
Experience managing long, multi-stakeholder sales cycles
Demonstrated ability to generate pipeline through outbound, partnerships, and strategic account development
Experience collaborating on or building go-to-market strategies and sales processes
Strong communication and presentation skills, with experience engaging C-suite stakeholders
Proficiency with Salesforce (or similar CRM) and modern sales/prospecting tools
Willingness to travel for client meetings, industry events, and team collaboration

Director Enterprise Sales (Real Estate)