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Regional Field Trainer

Hillpointe
United States, Florida, Orlando
Sep 23, 2025

WHY HILLPOINTE? Hillpointe is a fully integrated real estate development and investment management firm focused on developing market-rate workforce housing across the Sun Belt. Ranked at the top of NMHC's list of Builders and Developers, our team ensures best-in-class execution.

Built on its long and proven track record of real estate development, the firm's investment approach is centered around its in-house general contracting expertise, enabling direct control of cost and delivery timeframe. For each project, Hillpointe directly controls land acquisition, land development, construction, procurement of building materials, asset management, and capital markets. This is more than just a job - it's a career-defining opportunity! At Hillpointe, you'll be part of a dynamic, innovative team that has tangible impacts on day-to-day operations and contributes directly to overall success.

REGIONAL FIELD TRAINER

The Regional Field Trainer plays a vital role in elevating leasing and operational performance across Hillpointe communities. Responsible for delivering in-person onboarding, coaching, and practical skills training, this role ensures team members are confident and consistent in executing the Hillpointe way. Supporting one of Hillpointe's two Regional Vice Presidents of Property Management, each trainer will work directly with onsite teams to reinforce company standards and provide hands-on support where it matters most.

Essential Responsibilities:



  • Lead on-site onboarding for new hires, teaching Hillpointe's approach to customer service, phone etiquette, and closing techniques in the model.
  • Train new and existing team members on touring best practices, follow-up expectations, and how to build strong prospect connections.
  • Conduct property visits to observe team interactions, offer real-time coaching, and reinforce leasing fundamentals.
  • Support community lease-ups, grand openings, and staffing transitions through boots-on-the-ground training and mentoring.
  • Partner closely with Regional VPs to identify performance gaps and deploy targeted field support.
  • Maintain accurate documentation of training visits, outcomes, and employee development progress



Qualifications & Abilities



  • Exceptional communication and presentation skills
  • Confident coaching style with the ability to build trust and motivate others
  • In-depth knowledge of leasing strategies, customer service standards, and operational procedures
  • Comfortable with frequent travel and adjusting to varying property dynamics
  • Highly organized and self-directed, with strong follow-up skills
  • High school diploma or equivalent; college degree preferred
  • 3+ years of experience in property management or leasing
  • 1+ years of experience in training, onboarding, or mentorship roles
  • Demonstrated success in a leasing, customer service, or sales leadership position
  • Must be able to travel up to 75% across assigned regions

NOTE: This document outlines the general nature and level of work expected from individuals in this role. It's important to understand that this is not an exhaustive list of responsibilities, duties, and skills. Additional tasks or job functions that can be safely performed may be required as necessary by supervisory personnel. This flexibility in additional duties showcases the company's adaptability and encourages employees to be versatile. The employee is expected to adhere to all work rules, procedures, and policies established by the company, including, but not limited to, those contained in the employee handbook.

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