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Head of Property Sales

Remote role Full-time Open position

About Client: A well-established real estate investment and solutions firm specializing in direct property acquisitions across South Central Pennsylvania. This organization provides homeowners with fast, transparent, and stress-free options to sell their homes for cash—eliminating the typical delays, fees, and uncertainties of the traditional real estate market. With deep community roots, a client-centric approach, and a commitment to treating sellers with respect and integrity, the company focuses on helping individuals navigate difficult property situations while delivering tailored solutions that meet their needs. Job Summary: The Head of Property Sales is a senior leadership role responsible for leading and scaling a high-performing, retail-based property sales organization that maximizes revenue, velocity, and certainty of close. Modeled after the Keller Williams “Rainmaker” approach and adapted to the client’s vertically integrated investment and retail sales structure, this leader owns execution of on-market and off-market sales plays across a consistent, high-volume inventory (approximately 30–40 transactions per month). The role is central to transforming existing deal flow into a scalable, predictable retail sales engine capable of supporting a $100M+ annual retail operation by the end of 2027 through disciplined execution, systems, and best-in-class sales leadership. What we offer:

  • Competitive base salary of $100,000–$125,000, plus a performance-based bonus structure
  • Comprehensive health benefits fully paid for the employee
  • Remote/work-from-home flexibility
  • Opportunities to travel to industry trade shows and events
  • Generous PTO package including 3 weeks of paid time off
  • Six paid company holidays
  • A laid-back, collaborative company culture that values teamwork and autonomy
  • Clear opportunity for professional growth and long-term career development

Qualifications:

  • Proven sales leadership experience building, coaching, and scaling high-performing sales teams.
  • Demonstrated ability to operate in a fast-paced, high-volume environment with strong operational discipline.
  • Strong coaching and accountability skills with a track record of improving individual and team performance.
  • Experience managing pipelines, throughput, and performance metrics to drive predictable results.
  • Deep competency in negotiation strategy, buyer demand generation, and driving “highest and best” outcomes.
  • Ability to design, evaluate, and refine compensation and incentive structures aligned with profitability and velocity.
  • Strategic thinker who also executes hands-on and can support deals through the full lifecycle.
  • Strong cross-functional leadership skills and ability to align multiple departments toward shared outcomes.
  • Familiarity with team-based sales models (e.g., Keller Williams Rainmaker model or similar structures).
  • High standards of professionalism, ownership, and culture-building; consistently models company values.

Essential Duties & Responsibilities:

  • Recruit, lead, coach, and retain a high-performing team of Property Sales Specialists.
  • Establish and run daily/weekly/monthly meeting cadences that drive clarity, accountability, and execution.
  • Provide hands-on day-to-day support to agents throughout the lifecycle of each property sale.
  • Analyze and optimize agent workload and active file counts to maximize efficiency, responsiveness, quality, and close rates.
  • Own property sales inventory management, ensuring every asset has a clearly defined “next action” at all times.
  • Oversee listing readiness, pricing strategy, buyer activity, negotiation flow, and obstacle resolution through closing.
  • Identify stuck inventory early and lead problem-solving to unblock deals, protect velocity, and preserve margins.
  • Execute and continuously improve on-market and off-market sales plays to maximize demand, showings, and competition.
  • Build scalable systems, standards, and expectations that enable growth without sacrificing execution quality.
  • Partner cross-functionally with Acquisitions, Renovations, Transaction Coordination, Marketing, and Finance to ensure seamless execution from contract to close, while contributing to leadership planning, forecasting, and growth initiatives.

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