Director, Strategic Sales

This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Director, Strategic Sales based in the United States. This is a high-impact senior individual contributor role focused on driving new business across a strategic North American market. You’ll own the full sales cycle, from territory planning and prospecting through executive engagement, negotiation, and close. You’ll sell innovative SaaS and AI-powered solutions to sophisticated brokerage organizations and senior decision-makers. The role combines significant autonomy with close collaboration across Sales, Marketing, Product, and Customer Success. You’ll help shape go-to-market strategy by bringing customer, competitive, and market insights back to leadership. Success will come from creating sustainable pipeline, closing complex agreements, and delivering measurable revenue growth. Accountabilities Own the full sales cycle, from identifying and creating opportunities through negotiation, contract execution, and close, while delivering against an individual revenue target.Build and execute strategic territory and account plans focused on high-value mid-market and enterprise opportunities across North America.Generate pipeline through outbound prospecting, executive networking, referrals, industry relationships, events, and targeted account strategies rather than relying primarily on inbound demand.Develop trusted relationships with C-suite and senior leaders across brokerage, operations, marketing, technology, recruiting, and revenue functions.Lead sophisticated discovery conversations to uncover business challenges, organizational priorities, buying criteria, and measurable business outcomes.Deliver compelling product demonstrations and business cases that connect SaaS, automation, and AI capabilities to customer priorities and commercial objectives.Navigate complex, multi-stakeholder sales processes involving executive sponsors, procurement, legal, finance, and technical stakeholders.Lead commercial negotiations involving pricing, contract terms, and multi-year SaaS agreements.Maintain accurate pipeline management and forecasting, proactively identifying risks, blockers, next steps, and opportunities to improve deal velocity.Partner closely with Sales leadership, Marketing, Product, Customer Success, and other teams to advance strategic opportunities and improve the overall go-to-market motion.Bring customer feedback, competitive intelligence, and market insights to leadership to influence positioning, product strategy, and sales execution.Act as a senior sales voice within the organization by sharing best practices and helping elevate sales performance without formal people-management responsibilities.In the first 90–120 days, establish a strong understanding of the platform, customers, and PropTech landscape; develop territory and target-account strategies; build executive relationships; establish 3–4x pipeline coverage; and begin converting priority opportunities into new revenue. Requirements 7+ years of progressive B2B SaaS or technology sales experience with a consistent record of achieving or exceeding quota.Demonstrated success closing complex, high-value SaaS agreements with mid-market and/or enterprise customers.Proven ability to independently create pipeline through strategic prospecting, relationship building, and account development.Experience selling directly to C-suite and senior executive buyers and operating credibly as a trusted advisor.Strong command of complex, multi-stakeholder sales cycles from initial outreach and discovery through negotiation and close.Ability to develop account strategies, build compelling business cases, identify organizational pain points, and connect technology solutions to measurable business outcomes.Strong commercial judgment with experience negotiating pricing, contract terms, and multi-year agreements.Executive presence, exceptional communication sk