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Regional Property Manager (Boston Regional Operations)

June 1, 2026

WinnCompanies is searching for a Regional Property Manager to join our team and manage a portfolio of assets consisting of up to 600 Market-Rate and Low-Income Housing Tax Credit (LIHTC) residential units located throughout Boston, MA and Lowell, MA.

In this role, you will maintain positive resident relations at all properties, meet the financial objectives of ownership and management, protect the value and integrity of the real estate, and be responsible for all applicable regulatory standards and requirements. You will also manage on-site property managers and oversee their daily operations.

The salary range offered for this role is $120,000 to $135,000 annually, with a potential 10% annual performance bonus. Additionally, the selected candidate will typically work: Monday through Friday, from 9:00 AM to 6:00 PM.

Responsibilities:

Review and present annual budgets for approval by senior management.
Monitor property budget performance and prepare and/or reviews monthly variance reports and reforecasts.
Work with senior management to resolve financial issues.
Conduct monthly financial reviews.
Approve or disapprove all expenses which exceed the Property Manager’s authority level.
Collaborate with senior management to establish appropriate rent levels.
Ensure timely collection and deposit of all rents and other fees and initiates corrective and/or legal action as needed.
Review rent schedules, scheduled rent increases, and renewals.
Monitor each property's recertification process including the completeness, accuracy, and timeliness of all recertifications.
Assist in the negotiation of vendor contracts in accordance with the Winn Purchasing Policy.
Track property tax reassessments, tax bill issuance, and the accuracy of the property tax rates.
Work with Superintendents and Regional Maintenance Coordinators to implement all maintenance programs and controls to ensure that expenses are kept within budget.
Ensure timely and accurate submission of Monthly Manager's Reports. Participate in company-wide initiatives as required.
Meet with each client at least quarterly to review property performance and client satisfaction.
Respond to all client inquiries or concerns as soon as possible, but no later than 24 hours after receipt.
Ensure that the building and grounds are well maintained.
Provide for the maintenance and operation of all life safety systems.
Oversee maintenance policies, plans, and procedures, including work order systems, purchase order systems, bidding requirements, preventive maintenance, inventory control, and turnover procedures.
Work with the Regional Maintenance Coordinator to resolve maintenance issues.
Conduct regular meetings with maintenance staff.
Provide timely submission of required financial reporting as prescribed by company policy.
Maintain detailed written records per company policy and in accordance with all applicable agency requirements.
Implement all company policies, plans, and procedures.
Conduct weekly staff meetings with property personnel, emphasizing the Winn Safe Protocol.
Conduct site visits in accordance with the company's guidelines for the physical inspection and review of administrative and maintenance procedures.
Maintain budgeted occupancy goals.
Follow company marketing policies and reporting requirements, maintain comparability studies, and implement site resident retention program.
Ensure quality of rental advertising and printed materials.
Demonstrate a comprehensive understanding of the: market area, site competition, and general market conditions.
Work with the Director of Marketing to implement the company's marketing policies and procedures and to resolve marketing issues.
Review the property’s rental application process and confirm that it adheres to property and agency standards.
Comply with all applicable agency requirements including the maintenance of the property’s internal and external wait list.
Supervise the leasing and renewal programs.
Conduct weekly meetings with the leasing staff.
Recruit, hire, train, and develop personnel to meet regional staffing requirements.
Use company directives in the hiring, promotion, termination, and transfer of site personnel.
Maintain personnel records according to company policy.
Promote staff efficiency through ongoing company and industry trainings, instruction, and leadership.
Resolve personnel problems and engages Human Resources and senior management as needed.
Collaborate with senior staff on salary adjustments and promotion of personnel.
Comply with Affirmative Fair Housing regulations and Equal Opport

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...

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