Experienced Property Manager

Job Summary

We are seeking a dynamic and experienced Property Manager to lead the management of residential or commercial properties with enthusiasm and professionalism. In this role, you will oversee daily operations, ensure tenant satisfaction, and maintain property value through proactive management. Your energetic approach will drive successful leasing, maintenance, and administrative functions, creating a positive environment for tenants and stakeholders alike. This position offers an exciting opportunity to showcase your leadership skills and property management expertise in a fast-paced, rewarding setting.

$22-$25 per hour (based on experience)

Monthly performance bonuses + commission structure

Bonuses tied directly to company revenue and portfolio performance

Paid out every month

Immediate eligibility — no waiting period

Our compensation model rewards performance and growth. As OLH expands across Ontario, your earning potential grows with the company.

About OLH Group

OLH Group is a rapidly expanding, Ontario-wide property management and landlord legal services company. We specialize in full-service residential property management, eviction enforcement, and Landlord and Tenant Board (LTB) support for landlords across Ontario.

We operate differently than traditional property management companies. Our structure combines operational property management with legal-level compliance and high accountability.

The Role

This is a hands-on, high-responsibility role managing active rental portfolios and landlord relationships.

You will:

• Manage residential rental portfolios
• Oversee rent collection and arrears management
• Handle tenant communication and escalations
• Coordinate maintenance and vendor scheduling
• Conduct inspections and ensure RTA compliance
• Work alongside our legal team on LTB-related matters and evictions
• Communicate regularly with landlords by phone, email, and text
• Support operational improvements as we scale

Qualifications

• Minimum 2–3 years of property management experience
• Strong understanding of Ontario’s Residential Tenancies Act (RTA)
• Experience handling rent arrears, tenant disputes, and enforcement
• Highly organized with strong time management skills
• Confident handling difficult conversations professionally
• Comfortable in a fast-paced, performance-driven environment
• Strong problem-solving mindset
• Team-oriented and growth-focused
• Paralegal licensing is not required, but is considered a strong asset.
• Experience working with LTB processes and eviction files is also a strong asset.

Communication Requirement (Important)

This role involves a high volume of daily communication with landlords, tenants, and clients by phone and email.

Applicants must have:

• Strong spoken communication skills
• The ability to speak clearly and professionally on the phone
• Strong written communication (emails, notices, documentation)

Why Join OLH?

This is not just a job — it’s a career opportunity.

OLH is growing rapidly across Ontario, and we are building a long-term team of ambitious professionals who want to grow into leadership roles as the company expands.

Work Details

• Full-time
• In-office – Windsor, Ontario
• Fast-paced environment

If you are an experienced property manager who wants long-term growth, monthly performance-based income, and real responsibility — apply today.

Drivers License and Vehicle (required)

Work Location: In person

Pay: $22.00-$25.00 per hour

Expected hours: 40.0 per week

Location:

• Windsor, ON N9A 1C2 (required)

Work Location: In person