Property Management Assistant - Pittsburgh PA

Aishel Real Estate; Pittsburgh (Allegheny County); On-site; USD 40,000 - 50,000; Full time

Benefits offered by this job

Bonus based on performance

Competitive salary

Dental insurance

Health insurance

Opportunity for advancement

Paid time off

Vision insurance

Job summary

Aishel Real Estate is seeking a Property Management Assistant to support our Office Manager across six Pittsburgh-area properties, handling rent collections, lease enforcement, and daily resident interaction.

This hands-on, growth-oriented role offers advancement to Property Manager as the portfolio expands, with travel across multiple properties and a focus on organization and accountability.

Qualifications

• 3–5+ years of residential property management, leasing, or resident services experience.
• Ability to handle conversations about payments and lease compliance.
• Highly organized with ability to manage multiple properties and priorities.
• Familiarity with RentManager or similar PMS is a plus; PA real estate license is a plus.

Responsibilities

• Manage rent collections and delinquency follow-up, including notices and payment plans; court/eviction if needed.
• Listen to residents and enforce requirements with empathy and follow-through.
• Prepare and deliver lease violation notices and handle compliance issues.
• Walk properties regularly to spot issues and keep common areas in good order.
• Coordinate with maintenance staff on work orders and scheduling.
• Support resident communication and community relations at cooperative property; assist board matters.
• Maintain accurate records in RentManager.
• Report to Office Manager on collections status and property conditions.

Skills

Residential property management

Lease enforcement

Rent collections

PA Real Estate license

Driver's license

Organizational skills

Tech-savvy

Tools

RentManager

Job description

Benefits:

• Bonus based on performance
• Competitive salary
• Dental insurance
• Health insurance
• Opportunity for advancement
• Paid time off
• Vision insurance

The Role

Aishel Real Estate manages nearly 400 residential units across six Pittsburgh-area properties, including a 188-unit cooperative community. We're hiring a Property Management Assistant to work directly under our Office Manager, handling collections, lease enforcement, and day-to-day resident interaction across our portfolio. This is a field-heavy, hands-on role with real growth potential; strong performers have a clear path to Property Manager as the role and portfolio grow.

What You'll Be Doing

• Managing rent collections and delinquency follow-up: calls, notices, and payment plans, working with residents to get current while holding them accountable when they don't follow through, up to and including court and eviction proceedings when it comes to that
• Listening to residents and understanding their situations, while still enforcing what needs to be enforced; this role requires both empathy and follow-through
• Preparing and delivering lease violation notices and handling compliance issues through proper notice procedures
• Walking properties regularly to catch issues early and keep common areas and grounds in good order
• Coordinating with maintenance staff on work orders, follow-up, and scheduling; this role works alongside maintenance, not over them
• Supporting resident communication and community relations at our cooperative property, including administrative support for board and shareholder matters
• Maintaining accurate records in RentManager
• Reporting directly to the Office Manager on collections status, resident issues, and property conditions

What We Require

• 3-5+ years of residential property management, leasing, or resident services experience
• Comfortable having direct, sometimes difficult conversations with residents about payment and lease compliance
• Highly organized with strong follow-through; not easily overwhelmed by multiple properties and competing priorities
• Comfortable learning and using new software and systems quickly
• Professional and even-keeled under pressure; keeps personal matters separate from work
• Valid Pennsylvania driver's license and reliable personal vehicle; this role is on the road regularly across multiple properties
• Familiarity with Pennsylvania landlord-tenant basics is a plus, not required
• Property management software experience preferred; RentManager a plus
• Active PA real estate license a plus; opens the door to leasing or sales opportunities on the side

Who You Are

You're comfortable with people and comfortable holding a line when you need to. You're highly organized, not easily scattered by competing priorities, and you keep your work professional and drama-free regardless of what's happening around you. You're tech-savvy and pick up new systems quickly. You can walk a property, spot what needs attention, and follow through. You want room to grow; this role reports to our Office Manager now, with a real path to Property Manager as you build experience with our portfolio.

Compensation

• Base Salary: $40,000-$50,000, depending on experience
• Travel stipend: $500/month
• Performance bonus: up to an additional $5,000/year
• Health insurance: company covers 50% of premium

About Aishel Real Estate

Privately owned Pittsburgh property management company. Nearly 400 residential units across six communities. Non-corporate; decisions are made locally by people who know the market and are present in the business.