Property Management Career Opportunties

Why work for Hillcrest Property Management

Hillcrest Property Management prides itself on being an equal opportunity employer and a step above the rest of the competition. Locally-operated and family-owned since 1970, we value our employees and treat them as family. Our philosophy is that if we invest in our employees, they will invest their time into the company. That is why we offer:

  • competitive compensation with room for growth
  • potential insurance coverage
  • 401k options
  • paid vacation
  • flexible work environment

Join the Hillcrest Property Management family and learn to love property management like we do.

Use the button below each position to apply.

To find out about our mentor program, click here.

Property Manager

Hillcrest is exclusive to the management of condominiums, townhomes and HOA’s. We are one of the top premier management companies in the area and are offering the chance to come work for a company that is continually growing. We offer continuing education in the property management field, the opportunity for professional growth, an array of employee benefits along with great colleagues to work with. If you possess the skills needed to excel in a growing field and have an interest in a long-term career with our company, please send us your resume.

Job Description:
Among the many skills desired, Hillcrest is looking for someone who is self-motivated with demonstrated leadership skills, excellent verbal and written communication skills and a commitment to quality services for your board and residents. Candidate should also have the ability to not only work under limited supervision, but be a team player while coordinating with the property assistant and bookkeeper for their assigned properties.

As a Property Manager at Hillcrest, you will be responsible for a portfolio of associations under your management. There is a need for the candidate to be very reliable, detail oriented, organized with the ability to multi-task in a fast paced environment.

Responsibilities (include but are not limited to):

  • Handle day to day operations of all aspects of the properties within your portfolio.
  • Provide management expertise to your associations while working in cooperation with the board of directors, as well as providing unit owners and board members daily service as needed.
  • Work in cooperation with property assistants, bookkeepers and vendors to provide service in a seamless, orderly fashion.
  • Availability 24 hours a day, 7 days a week (including holidays and weekends) to be on-call in case of emergencies.
  • Develop and monitor property budgets that coincide with the financial goals of the board of directors.
  • Securing and negotiating bids from vendors and communicating them to the board.
  • Preparation and distribution of board packets to the board of directors in a timely manner.
  • Attendance at required board meetings and special meetings.


  • Must have a valid Illinois Community Association Manager License.
  • Five years industry related experience.
  • Ability to negotiate with vendors providing services.
  • Ability to prepare an annual budget and explain financial statements.
  • Proficiency in Microsoft Office. (Knowledge of TOPS 2000 a plus, but not required)
  • Physical ability to inspect the common areas of all properties, in and outdoors.
  • Effective written and oral communication.
  • Ability to maintain a professional relationship with all clients including, but not limited to, board members, homeowners, and vendors.

If you think you fit the criteria needed for this position and are interested in learning more, please

Client Care Support Specialist

Job Description:

Hillcrest Property Management has a full-time position available in the Client Care Department as a Client Care Support Specialist. Hillcrest is looking for someone who has the ability to work in a fast paced environment and multi task on numerous duties throughout a day. A candidate for this role must greet client requests warmly and determine reason for contact.

Responsibilities (include but are not limited to):

  • Perform customer service duties that are necessary for the department to run smoothly including phone calls, emails, follow ups, data entry, reports, copying, scanning on a daily basis
  • Find resolution for Residents at Associations by conversing with internal staff and external Vendors on a daily basis
  • Maintain updated and organized records of Residents and Board Members in various databases
  • Complete necessary mailings or notices and violation letters and board packets for a Community Association
  • Date stamp and sort daily mail
  • Cover front reception desk when needed


  • Customer Service background of at least 1 year
  • Minimum keyboard speed of 60 words per minute
  • Basic knowledge of Microsoft Office including Outlook, Word, and Excel
  • Excellent verbal and written communication skills
  • Ability to remain professional and courteous with clients at all times
  • Ability to multi-task, prioritize, and manage time effectively


  • 20 Days’ vacation per calendar year
  • Medical, Dental, and Vision included

Workweek Hours and Schedule:
Mon-Fri 8AM-5PM

Accounts Receivable Specialist

Reports to:

Vice President Finance

Job Purpose:

The purpose of this position is to provide support to the bookkeepers in keeping up the posting to bank, recording and files related to accounts receivable. This involves more than 15,000 accounts.

Duties and responsibilities

  • Scan checks to bank
  • Post checks to accounts receivable
  • Verify lock box transactions
  • File and keep records up to date
  • Process incoming mail for accounts receivable
  • Photocopy necessary documents
  • Email and FAX as necessary
  • Shred documents as required


  • High School Diploma
  • Computer knowledge
  • Skills using accounting software
  • Ability to communicate verbally and in writing
  • Ability to use calculator / adding machine for business purposes
  • Key board skill 50 wpm with accurate grammar and spelling
  • Experience preferred is at least one year


Why use a mentor program?

When the law was enacted to require property managers to be licensed, the industry as a whole suffered a decrease in property managers. Just like everyone else, we saw the direct impact this caused. When we recognized the problem, we also came up with a solution: creating a Manager Mentor Program at Hillcrest Property Management. Although all of our property managers are licensed, property management is always expanding. We felt this was a good opportunity to help others become licensed and knowledgeable in the field.

We carefully developed this program to help teach and guide employees through the process of becoming a licensed property manager. Our goals are to aide mentees in the education of property management, and ensure they will be effective in their property manager role, as well as other possible future leadership roles.

Hillcrest Property Management puts our clients first. We tailor a program to meet each association’s needs, and we have a people-centric company culture.

Our mentees split their day between working as a property assistant at Hillcrest and working directly with their mentor. The mentors in the program are experienced licensed property managers from Hillcrest. While working with their mentor, mentees participate in training sessions and utilize hands-on experience with all daily tasks a property manager encounters. The mentees shadow their mentor to association and as board meetings in order to fully understand the functionality of a property manager’s role. During this program, many topics are covered, including:

  • Assessments/Collections
  • RFPs
  • Violation Letters/Hearings
  • Understanding Financials
  • Reserve Studies
  • Budgeting
  • Annual Meetings

From property assistant to property manager

During the training process, our mentees also take on three very important tests in the licensing process. Mentors are on hand during the studying process to answer questions and help fully prepare their mentee to successfully complete the exams. As the program advances and the mentees complete their tests, they become more involved with the communities they have been shadowing. Mentees visit the properties and attend board meetings. This is in order to slowly transition them into taking on their own portfolio of communities when the time comes.

If you are interested in taking part in our Manager Mentor Program at Hillcrest Property Management as a mentee, or if you would like to submit your resume, please click here.