Director of Operations, Bayshore Properties Illinois Portfolio

People People•Chicago, IL

About The Position

The Director of Operations, Illinois Properties, is a senior leadership role responsible for overseeing and optimizing the performance, operations, and site level strategic direction of a group of large multifamily apartment complexes. This person works with a team of direct reports and colleagues to ensure that all aspects of property operations - from leasing and maintenance to financial performance and capital improvements - are executed efficiently, profitably, and in compliance with applicable regulations.

Requirements

Bachelor's degree in Business, Real Estate, Finance, Property Management, or a related field.
Significant experience (typically 8–15 years, depending on portfolio size) in multifamily property management, or related rental real estate operations.
Proven track record of managing multiple properties, overseeing third-party management, and leading cross-functional teams across leasing, maintenance, finance, and resident services.
Strong financial acumen - budgeting, forecasting, P&L analysis, capital planning.
Deep knowledge of property operations: maintenance, leasing, resident relations, regulatory compliance (housing laws, fair housing, safety), vendor/contractor management.
Excellent leadership, communication, interpersonal, and organizational skills.
Ability to make strategic decisions and manage complex, multi-site operations.
Familiarity with property management software and tools (Yardi, MRI, or similar) preferred.

Nice To Haves

Advanced degree a plus but not always required.
Typical in large-scale multifamily operations.

Responsibilities

Provide leadership and direction for the operations and asset management of a group of properties within the firm's multifamily property portfolio.
Develop and implement operational strategies, policies, and standard operating procedures for property management, maintenance, leasing, resident services, and vendor management.
Collaborate with ownership/senior leadership to align operational plans with investment business plans, growth objectives, and long-term value-add strategies.
Work with executive management to develop budgeting, forecasting, and financial reporting across assigned properties - including operating budgets, capital expenditure planning, and monthly/quarterly performance reporting.
Monitor financial performance (income, expenses, cash flow), analyze variances, and implement corrective action plans to maximize revenue and control costs.
Approve or coordinate capital improvement plans: scope, budgets, timelines, draw requests, and oversight of construction or renovation work across the portfolio.
Monitor KPI's with a closed loop feedback system and provide performance recommendations and feedback for property level personnel on leasing, marketing, resident retention and satisfaction, occupancy goals, and rent collection.
Provide guidance for property maintenance, preventive maintenance programs, vendor/contractor management (e.g., maintenance, landscaping, janitorial, repairs), and physical condition of properties.
Ensure compliance with regulatory requirements, local/state/federal housing laws (including fair housing), lease compliance, safety standards, and any applicable funding program guidelines (if affordable housing aspects exist).
Build, supervise, mentor, and develop property management teams - including property/site managers, maintenance staff, leasing/marketing staff, and administrative personnel - across multiple properties.
Set performance expectations, conduct performance reviews, and ensure accountability for all team members and, if applicable, third-party management vendors.
Conduct ongoing property site visits and inspections to monitor operations, staff performance, and property conditions; identify issues and ensure timely resolution.
Identify value-add opportunities and implement initiatives to improve property performance and returns (e.g., renovations, repositioning, enhanced services, branding, cost efficiencies).
Support acquisition, due diligence, and on-boarding of new properties - ensuring integration into the existing operations framework.