Property Assistant

About this role

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