Regional Training Director

Highmark Residential, LLC•Fort Lauderdale, FL

10d•Hybrid

About The Position

The Regional Training Director drives operational excellence, cultural alignment, and talent development across a diverse portfolio of communities. Blending strategic oversight with hands-on execution, this role delivers high-impact training, coaching, and performance feedback both onsite and virtually. As a key partner to regional leadership, you’ll elevate frontline capabilities, foster a scalable learning culture, and ensure employees are equipped to deliver exceptional service. Success requires a strategic mindset, strong leadership, and a passion for growth and continuous learning.

Requirements

High school diploma or equivalent - Bachelor’s degree preferred.
2+ years in training, learning & development, or property operations within multifamily housing.
Proven experience leading training across dispersed teams; comfort with travel and field-based work.
Strong facilitation skills—both in-person and virtual—with ability to engage and inspire diverse audiences.
Demonstrated ability to motivate teams and foster a culture of learning and accountability.
Knowledge of industry regulations, compliance standards, and multifamily best practices.
Self-directed and highly organized, with a proven ability to manage time effectively and contribute meaningfully within team-based, cross-functional settings.
Skilled in cross-functional collaboration, especially with regional operations and marketing teams.
Excellent communication, coaching, and stakeholder management skills.
Proficiency in managing a Learning Management System (LMS) and leveraging data to track training outcomes.
Familiarity with Canva and basic instructional design principles for content creation and visual engagement.
Proficiency in property management systems; Yardi experience preferred.
Strong understanding of adult learning principles and training evaluation techniques.
Knowledge of relevant regulations, affordable housing programs and compliance standards.
Flexibility to travel within the region and to other locations as needed.
Skilled in navigating complex conversations with empathy and awareness of cultural and regional nuances.
Must be able to travel and incur expenses on a personal credit card.

Responsibilities

Lead engaging in-person and virtual training sessions that include leasing and sales, operations, compliance, and customer service/hospitality.
Effectively and consistently deploy nationally developed curriculum and software across regional portfolio.
Identify training needs and performance gaps through data analysis, feedback and collaboration with regional leadership.
Weigh in on curriculum updates and requested edits to ensure relevance and impact.
Oversee coordination of schedule to ensure timely, consistent delivery, engagement and impact.
Support team member compliance with Learning Management System (LMS) requirements and track completion metrics.
Conduct onsite training evaluations and visits to assess performance, identify skill gaps and reinforce service standards.
Provide real-time coaching to property teams, modeling best practices and driving accountability across roles.
Customize and deploy corporate training programs for regional rollout, ensuring alignment with business goals and local needs.
Support implementation of leadership development, affordable housing training, and compliance initiatives to build bench strength and operational excellence.
Partner with Regional Managers, Regional Vice President, and Marketing to align training with strategic priorities and brand standards.
Serve as a trusted advisor to onsite team leaders, translating business needs into targeted learning solutions that elevate team performance.
Stay current on industry trends, best practices, and regulatory changes impacting the property management industry, both locally and nationally.
Ensure all training programs meet legal and compliance standards across operational areas.
Build strong partnerships with Regional Managers, HR professionals, and subject matter experts to align training with business needs.
Collaborate with cross-functional teams to identify and address training gaps in customer experience, leasing and sales, maintenance, and compliance.

Benefits

Competitive pay for the market
Monthly bonus opportunities for all site associates
30% associate rent discount
Medical, Dental & Vision benefits the 1st of the month following 30 days of full-time employment
Company-provided life insurance, short term and long term disability coverage
Flexible Spending accounts
401(k) eligibility after 90 days, with 4% Highmark match
Professional Certification & Tuition reimbursement
Vacation, Sick and Personal Time off available to use after 90 days
10 paid holidays
Paid parental leave