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The Skyline Group of Companies

Manages property and clean energy investments

Assistant Resident Manager

Part-TimeUpdated on 10/24/2026
No salary listed
Entry
Windsor, ON, Canada
In PersonLive-in apartment provided; rent, utilities, and parking are covered.
Real EstateReal Estate Property Management

About the job

Requirements
  • A strong customer service mindset and a genuine desire to create positive experiences for residents and prospective tenants.
  • Excellent communication skills with the ability to listen, build rapport, and respond respectfully to concerns or disputes.
  • Strong organization, attention to detail, and time management skills with the ability to balance multiple priorities.
  • A hands-on, team-oriented approach with the ability to work independently, show good judgment, and problem solve effectively.
Responsibilities
  • Assist with day-to-day building operations, including cleaning common areas, completing assigned general maintenance tasks, and helping keep the property safe, clean, and welcoming.
  • Support resident satisfaction by responding to tenant questions, concerns, and service requests with professionalism, timeliness, and care.
  • Assist with leasing activities by responding to rental inquiries, welcoming prospective residents, conducting unit showings, and providing information on available rental opportunities.
  • Maintain accurate records and complete administrative duties such as logbooks, applications, leases, inspections, emails, filing, rent-related documentation, and regulatory compliance records as required.
  • Help with apartment turnover by supporting move-in and move-out inspections, suite cleaning, and minor repairs or painting as required.
  • Assist with exterior property upkeep, including garbage removal, groundskeeping, flower beds, snow clearing, salting, and seasonal maintenance tasks.
Desired Qualifications
  • Previous experience in residential property management, customer service, cleaning, maintenance, or a related field is considered an asset.

About the company

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The Skyline Group of Companies

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Skyline Group of Companies acquires, develops, and manages Canadian real estate and clean energy assets for tenants and private investors. Its portfolios cover apartments, industrial buildings, retail properties, and renewable energy infrastructure, with operating businesses handling property management and real estate development in-house. Skyline Wealth Management sells the group's private investment products, while the assets generate income through property rents and energy production; Skyline Mortgage Financing also arranges commercial real estate financing. The privately held group was founded in 1999 and is headquartered in Guelph, Ontario.

Company Size

501-1,000

Company Stage

N/A

Total Funding

N/A

Headquarters

Guelph, Canada

Founded

1999

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Simplify Jobs

Simplify's Take

What believers are saying

  • Operations pay has a stated floor: Skyline's Elmira Plant Operator I role starts at CAD30 per hour.
  • Wealth sales pay has a fixed base: Skyline's Ontario Relationship Manager role advertises CAD60,000 plus uncapped commissions.
  • Solar operations expanded: Skyline's renewable infrastructure fund increased installed solar capacity 83% through its September 2026 acquisition.

What critics are saying

  • Weekend coverage is required: Skyline's Brantford live-in Resident Manager role includes rotating schedules and on-call availability.
  • Wealth sales have a licensing gate: Skyline Relationship Managers need eligibility for registration to sell exempt-market investment products.
  • Housing is part of compensation: Skyline's Brantford Resident Manager package counts apartment rent toward its advertised annual pay.

What makes The Skyline Group of Companies unique

  • Founder leadership continues: Skyline's three co-founders still actively run the group.
  • Retail leasing targets smaller cities: Skyline Retail focuses on service-oriented national brands in secondary and tertiary communities.
  • Energy income is contracted: Skyline Clean Energy Fund buys assets backed by long-term government or private purchase agreements.

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