Property Assistant

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 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. 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