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Director of Training & Support

Job in Chicago, Cook County, Illinois, 60601, USA
Listing for: Gulfstream Staffing, Inc.
Apprenticeship/Internship position
Listed on 2026-08-05
Job specializations:
  • Management
    Professional Development, Change Management, Project & Program Management
Job Description & How to Apply Below

Director Of Training & Support

The Director of Training & Support will lead training strategy and operational support across our national student housing portfolio. You will strengthen on-site execution by developing and enforcing policies, procedures, and training programs that create consistency, performance, and sales success. You will oversee field-based support responsibilities, partner with operations, sales, and systems teams, and serve as an important resource for property teams nationwide.

Director

Of Training & Support Duties
  • Lead training programs for all property and corporate teams using the Grace Hill platform, including onboarding, ongoing education, and compliance tracking.
  • Develop and organize policies, procedures, training materials, how-to guides, videos, and self-help resources across The Press, Policy Partners, and Property Portal.
  • Identify knowledge gaps and operational risks; create training tools, checklists, and documentation to lead consistency, accountability, and best practices across the portfolio.
  • Provide strategic leadership to the Training & Support function, including oversight of field-based support roles such as National Operations Specialists and Traveling Property Managers.
Director Of Training & Support Requirements
  • Five (5) years of experience in privatized student housing operations, including at least two (2) years in a supervisory or leadership role.
  • Bachelor's degree in Business Administration or a related field, or equivalent professional experience.
  • Experience developing and providing training programs, operational documentation, and compliance processes across a multi-property portfolio.
  • 25% Travel
Director Of Training & Support Benefits
  • Competitive Salary + Bonus
  • Monday-Thursday In Office / Friday Remote
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