Sales Team Manager

At Handsome Homebuyer, we’re flipping the script on real estate investment. Based in Long Island and operating across the NYC metro area, we specialize in acquiring, renovating, building, and wholesaling properties—bringing integrity, energy, and excellence to everything we do.

As we continue to grow, we’re looking for a proven sales leader to manage the team responsible for turning qualified seller opportunities into profitable transactions.

We’re seeking a driven, metrics-oriented Sales Team Manager to lead and develop our Field Representatives, Underwriter, Disposition Specialist, and Transaction Coordinator.

This person will own the performance of the sales and transaction funnel after a qualified seller opportunity is handed off by our Lead Intake team—from the initial seller appointment through underwriting, offer presentation, negotiation, accepted offer, contract, disposition, and closing.

The Sales Team Manager will be responsible for creating accountability across multiple interconnected roles while ensuring each department works together effectively to maximize conversion, profitability, seller experience, and successful closings.

This is a highly hands-on leadership role. The right person will be equally comfortable analyzing conversion data, coaching a Field Representative after an appointment, reviewing deal strategy with the Underwriter, identifying a breakdown in the sales process, and holding team members accountable for results.

• Lead and manage the Field Representative team, the Underwriting Team, the Disposition Specialist Team, and the Transaction Coordination Team.
• Establish clear individual, departmental, and team KPIs and performance expectations.
• Hold regular one-on-one coaching sessions, team meetings, pipeline reviews, and performance reviews.
• Create a culture of accountability, urgency, collaboration, and continuous improvement.
• Drive the team toward achieving the set sales and production targets.
• Identify performance gaps and implement specific coaching or corrective-action plans.
• Participate in recruiting, interviewing, onboarding, and developing team members across the sales organization.

• Directly coach and develop the Field Representative team.
• Spend meaningful time in the field observing appointments and coaching Field Representatives firsthand.
• Review seller conversations and appointment performance to identify coaching opportunities.
• Coach Field Representatives on discovery, rapport building, property evaluation, offer presentation, objection handling, negotiation, follow-up, and closing.
• Ensure Field Representatives are effectively uncovering seller motivations and presenting solutions that align with each seller’s circumstances.
• Improve consistency in how appointments are conducted and how offers are presented.
• Develop role-playing, practice, and ongoing training programs for the Field Sales team.
• Hold Field Representatives accountable for timely and persistent follow-up on opportunities that do not immediately convert.

• Own performance of the sales funnel from 1st Appointment → Accepted Offer → Under Contract → Closing.
• Continuously analyze conversion rates at every stage of the funnel.
• Identify where opportunities are being lost and determine the root causes.
• Develop strategies to improve appointment-to-offer, offer-to-accepted-offer, accepted-offer-to-contract, and contract-to-close performance.
• Monitor sales pipelines to ensure opportunities are progressing and appropriate follow-up is occurring.
• Identify stalled deals and work with the team to determine the appropriate next action.
• Analyze performance by Field Representative, lead source, deal type, seller situation,…