
About the Role
Hales Property Management is seeking an Community Assistant (Property Assistant) to support our Property Managers and gain hands-on experience in condominium property management.
This is a fast-track role designed to develop high-performing team members into Assistant Property Managers or Community Managers within ~12 months, based on performance.
Key Responsibilities
Property Management & Operations Support
- Assist Property Managers with day-to-day building operations
- Schedule maintenance and service requests (plumbing, repairs, etc.)
- Coordinate with vendors and request bids
- Meet vendors and residents onsite as needed
- Support building inspections and project coordination
Administrative & Customer Support
- Serve as a primary point of contact for residents, vendors, and internal teams
- Respond to emails, calls, and service requests in a timely manner
- Draft and distribute resident communications
- Assist with invoice processing and approvals
- Support small projects and internal coordination efforts
Requirements
Skills & Abilities
- Strong organizational and multitasking skills
- Ability to work independently and manage deadlines
- Professional written and verbal communication skills
- Customer-service mindset with a positive attitude
- Ability to handle sensitive information with discretion
- Comfort using computers and office software (Outlook, Word, Excel; QuickBooks exposure is a plus but not required)
Experience & Education
- 1–2 years of administrative or customer service experience (real estate or property management experience is a plus, but not required)
- Bachelor’s degree in Business, Real Estate, or a related field OR equivalent work experience
Special Requirements
- Local travel (Chicago). Must have a valid driver's license and reliable vehicle.
- Potential physical demands may include lifting up to 35 lbs; standing, sitting, walking, and occasional climbing.
- An employee is required to work at a personal computer and/or talk on the phone for extended periods of time.
- Ability to work extended/flexible hours and occasionally weekends to meet deadlines.
- Ability to respond to emergencies (both during and after business hours) in a timely manner.
Benefits
Schedule:
- First 6 months (training period): In-office 5 days per week
- After 6 months: Eligible for up to 4 work-from-home days per week
What we offer:
- Industry-Leading Healthcare: Medical, Dental, Life, HSA
- Retirement savings Plan
- Competitive Compensation Packages (based on experience)
- Bonus Opportunities (based on performance)
- Work from Home & Flex Schedules
- Generous PTO Package
- Corporate Sponsored Wellness Program
- Quarterly Company Outings/Events
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Key team members

BJ Marshall

Sydney Richman

Eduardo Cuevas

Khan Achkzai
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