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