Director of Training and Support

SelectLeaders

Chicago, IL

Salary Estimate: $120,000.00 - $130,000.00

Employment Type: Full Time

Work Place: Hybrid

Experience Required: 5+ to 7 years

Education Required: 4 Year College

Job Description

Our SelectLeaders client is hiring a Director of Training & Support to 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.
You will report to the Vice President of Operations.

This is a hybrid role based in Chicago, IL, with in-office work required Monday through Thursday and remote work on Fridays. Occasional travel of up to 25% required.

The salary range for this role is $120K - $130K, plus an annual bonus.

Responsibilities:

  • 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.
  • Partner with Regional Managers and senior leadership to ensure adherence to Article policies, procedures, lease audit compliance, and operational standards at the property level.
  • Support properties through in-person and remote training during high turnover, staffing shortages, lease-up activity, and important operational periods.
  • Collaborate with Operations, Sales, Accounting, Systems Support, and HR to align training programs, systems education (including Entrata), and process updates.

Qualifications:

  • 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.
  • Working knowledge of property management operations, including leasing, Accounts Receivable, Accounts Payable, and financial accounting, with proficiency in Entrata or similar systems.
  • Ability to travel up to 25% to support on-site training, operational projects, and field-based teams.
$120,000 - $130,000 a year

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