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Property Software Jobs in Chicago, IL (NOW HIRING)

Record leasing and occupancy information on property management software accurately and timely. * Prepare accurate weekly leasing, occupancy and delinquency reports for management and ownership ...

Record leasing and occupancy information on property management software accurately and timely. * Prepare accurate weekly leasing, occupancy and delinquency reports for management and ownership ...

Assistant Property Manager

Westmont, IL · On-site

$18.50 - $25.25/hr

Ensure accuracy and timeliness of bank deposits, and record collections activity on property management software * Assist with rent collections by contacting residents to discuss and collect late ...

Proficiency with property management software (AppFolio preferred) * Valid Illinois driver's license and reliable transportation * Strong written and verbal communication skills Preferred

Proficiency with property management software (AppFolio preferred) * Valid Illinois driver's license and reliable transportation * Strong written and verbal communication skills Preferred

Proficiency in property management software, computer skills, and financial background. * Ability to manage multiple tasks, prioritize responsibilities, and adapt to changing priorities. * Proficient ...

Property Administrator

Oak Brook, IL · On-site

$20.25 - $27/hr

Ability to quickly learn and use new programs (software such as Nexus, Yardi, JD Edwards, Engie, etc.) * Ability to occasionally travel to shopping center properties within the portfolio Preferred:

Yardi property management software a plus * Strong knowledge of the market (specify part of the city is appropriate) * Must have strong computer/Microsoft Office suite knowledge (excel, word ...

Property Administrator

Oak Brook, IL

$20.25 - $27/hr

Ability to quickly learn and use new programs (software such as Nexus, Yardi, JD Edwards, Engie, etc.) * Ability to occasionally travel to shopping center properties within the portfolio Preferred:

Lead the property and make decisions as the property's main stakeholder. * Optimize occupancy at ... You have excellent computer skills and are able to learn and navigate different software and ...

Property Accountant

Chicago, IL · On-site

$63K - $83K/yr

The Property Accountant is responsible for a portfolio of MH and RV properties . This individual ... Proficiency in accounting software; Rent Manager is preferred but not required. * Strong knowledge ...

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Property Software information

See Chicago, IL salary details

$30.4K

$103.3K

$248.8K

How much do property software jobs pay per year?

As of Jul 27, 2026, the average yearly pay for property software in Chicago, IL is $103,288.00, according to ZipRecruiter salary data. Most workers in this role earn between $65,400.00 and $109,200.00 per year, depending on experience, location, and employer.

What are some common challenges faced by professionals working with property management software, and how can they be addressed?

Working with property management software often involves navigating complex integrations with accounting systems, ensuring data accuracy across multiple properties, and managing user permissions. One common challenge is keeping up with frequent software updates and new features, which may require ongoing training. Collaborating closely with IT teams and staying proactive about user feedback can help address technical issues and improve workflow efficiency. Additionally, engaging in regular training sessions and utilizing support resources provided by the software vendor can ensure smoother operations.

What is property software?

Property software, also known as property management software, is a digital tool designed to help property owners, managers, and real estate professionals manage their properties more efficiently. It typically includes features for tracking rent payments, managing leases, handling maintenance requests, and communicating with tenants. These platforms can also assist with accounting, reporting, and marketing vacant units. Using property software can save time, reduce errors, and improve tenant satisfaction by streamlining daily operations.

What is the highest paid job in property?

In property, the highest paid roles are often senior positions such as real estate development executives, property directors, or chief investment officers, who oversee large portfolios and strategic decisions. These roles typically require extensive experience, strong negotiation skills, and advanced certifications like CCIM or CPM, with salaries reaching into the high six or seven figures annually.

What is the highest paying job in property management?

The highest paying roles in property management are typically senior executive positions such as Property Vice President or Director, which can earn six-figure salaries. These roles often require extensive experience, strong leadership skills, and knowledge of real estate markets and management software.

What is the difference between Property Software vs Property Manager?

AspectProperty SoftwareProperty Manager
CredentialsTypically requires knowledge of property management software, basic industry certificationsRequires real estate or property management licenses, experience in tenant relations
Work EnvironmentPrimarily software-based, working with digital tools and databasesOn-site or remote, managing tenants, maintenance, and leasing activities
Industry UsageUsed by property management companies, landlords, leasing agentsEmployed by property management firms, real estate companies, landlords

Property Software and Property Managers both operate within the property management industry but serve different roles. Property Software focuses on digital tools for managing property data, leases, and maintenance, while Property Managers handle day-to-day tenant relations and property operations. Understanding these differences helps in choosing the right solutions or career path.

What is the best software for property owners?

Property software for property owners typically includes tools like Buildium, AppFolio, and Propertyware, which offer features such as rent collection, maintenance tracking, and accounting. The best choice depends on the size of the portfolio and specific management needs, often requiring familiarity with property management principles and sometimes certifications. These platforms help streamline operations and improve efficiency for property owners managing multiple units or properties.

What property job makes the most money?

In property management and real estate, high-paying roles include real estate brokers, commercial real estate developers, and property investment managers. These positions often require advanced licenses, experience, and strong negotiation skills, and they typically offer higher commissions, salaries, or profit-sharing opportunities.

What are the key skills and qualifications needed to thrive as a Property Software Specialist, and why are they important?

To thrive as a Property Software Specialist, you generally need expertise in property management principles, software troubleshooting, and a background in real estate or IT, often supported by a relevant degree or certifications. Familiarity with property management systems like Yardi, AppFolio, or MRI Software, and proficiency in database management or cloud platforms, are typically required. Strong analytical skills, customer service orientation, and effective communication help you bridge the gap between technical issues and user needs. These skills ensure efficient software operations, quick problem resolution, and high client satisfaction in property management environments.
What are popular job titles related to Property Software jobs in Chicago, IL? For Property Software jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Property Software jobs in Chicago, IL look for? The top searched job categories for Property Software jobs in Chicago, IL are:
Infographic showing various Property Software job openings in Chicago, IL as of July 2026, with employment types broken down into 85% Full Time, 13% Part Time, 1% Temporary, and 1% Contract. Highlights an 94% Physical, 2% Hybrid, and 4% Remote job distribution, with an average salary of $103,288 per year, or $49.7 per hour.
Senior Property Manager I (Patrick Sullivan Apartments)

Senior Property Manager I (Patrick Sullivan Apartments)

winn

Chicago, IL

$80K - $85K/yr

Other

Posted 11 days ago


Job description

WinnCompanies is looking for a SeniorProperty Manager I to join our team at Patrick Sullivan Apartments, a 479-unit senior living, affordable housing community located in Chicago, IL. 

In this role, you will Plan, control, and direct the daily operations of a single large, complex asset that may consist of multiple buildings, typically with 400+ units, or less given extenuating circumstances (e.g. major rehab). As the on-site Property Manager, maintain positive resident relations, meet the financial objectives of ownership and management, protect the value and integrity of the real estate, be responsible for all applicable regulatory standards and requirements, and manage on-site staff either directly or indirectly.

The salary range for this role is $80,000.00-$85,500.00 annually dependent on experience. The selected candidate will adhere to the following schedule: Monday through Friday from 8:00AM to 5:00PM and rotating Saturdays from 9:00AM to 12:00PM.

Responsibilities: 

  • Prepare the property's annual budget for approval by senior management.
  • Provide reporting and monthly variance reporting.
  • Solicit bids, process purchase orders and invoices as needed in accordance with Winn Purchasing Policy.  
  • Ensure timely collection and deposit of all rents and fees in accordance with local laws and Winn rent collection guidelines.
  • Through management of staff, collaborate with senior management to establish appropriate rent levels.
  • Review rent schedules.
  • Oversee preparation and submittal of increases and renewals.
  • Lead the property team to maintain optimum level of occupancy.
  • Process timely and accurate move-ins, move-outs, recertifications and renewals.
  • Approve rental applications adhering to property standards and all appropriate agency standards.
  • Follow company marketing policies and reporting requirements. 
  • Provide oversight of property tenant files. 
  • Ensure they are organized, complete and accurate.
  • Ensure that Property Software Data is accurate at all times.
  • Ensure that the site(s) maintain compliance with applicable state and federal program regulations.  
  • Ensure the property and grounds are well maintained.
  • Direct maintenance team to implement maintenance programs and controls.  
  • Report property incidents, accidents and injuries in accordance with company policy.
  • Resolve Resident issues and conflicts timely and in accordance with site guidelines. 
  • Use company directives to screen, hire, and train new personnel.
  • Promote staff efficiency and engagement through ongoing company and industry trainings, instruction, and leadership. 
  • Use the company’s Professional Development Program (PDP) to develop, train and engage site employees.
  • Conduct weekly staff meetings.
  • Conduct wellbeing checks on residents during inclement weather.
  • Move in's and outs.
  • Assisting with filing documents including recertification documentation.
  • Open work orders.
  • Understand, train and embody Winn Guiding Principles.
  • Provide interface and information flow in all insurance and liability issues. 

Requirements: 

  • High school diploma or GED equivalent. 
  • 5-8 years of relevant property management experience in affordable housing. 
  • 3-5 years of supervisory / managerial experience. 
  • Knowledge of property management, including landlord and tenant laws.
  • Complete and obtain Rent Calculation Training & Certification within 120-days.
  • Complete CHA Yardi Training within 120-days.
  • Previous experience completing recertifications.
  • Previous affordable housing experience.
  • Experience with computer systems, particularly Microsoft Office and Real Page. 
  • Excellent customer service skills. 
  • Outstanding verbal and written communication skills. 
  • Ability to multi-task and manage a fast-paced office environment. 
  • Ability to manage and work with a diverse group of people and personalities. 
  • Superb attention to detail. 
  • Highly motivated, independent and a self-starter. 

Preferred Qualifications: 

  • Bachelor's degree. 
  • Knowledge of LIHTC and HUD regulations.
  • Previous experience with RAD Program.
  • Previous experience working with Chicago Housing Authority.
  • Experience with Yardi or RealPage property management software. 
  • Knowledge of marketing and leasing techniques. 
  • NAHP – CPL, SHCM, CAM (MA - C3P) designations. 
  • CAM – RAM & ARM honored; CGPM – NAA or NAMA honored designations.