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.

• 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

• 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

• 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)

• 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

• 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.

• 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

• 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