Director Enterprise Sales (Real Estate)

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. 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