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Senior Remote Property Manager
Remote / Online - Candidates ideally in
Chicago, Cook County, Illinois, 60290, USA
Listed on 2026-06-02
Chicago, Cook County, Illinois, 60290, USA
Listing for:
CBT
Full Time, Remote/Work from Home
position Listed on 2026-06-02
Job specializations:
-
Management
Program / Project Manager
Job Description & How to Apply Below
Senior Remote Property Manager - Short-Term Rentals
Employment Type: Full-Time / Contract
Compensation: Competitive Salary + Performance-Based Bonuses
About the Opportunity
We're looking for a high-performing Senior Remote Property Manager to take full ownership of a growing portfolio of short-term rental properties.
This role is ideal for someone who excels at driving revenue, optimizing operations, and delivering outstanding guest experiences at scale. You'll play a key role in shaping performance, implementing strategy, and contributing directly to business growth.
Key Responsibilities
Property Operations & Guest Experience
- Manage day-to-day operations across multiple short-term rental properties
- Handle bookings, calendars, and guest communication with professionalism
- Coordinate cleaning, maintenance, and turnovers efficiently
- Ensure consistently high guest satisfaction and strong review ratings
- Implement and refine dynamic pricing strategies
- Monitor market trends and competitor activity
- Optimize listings to maximize occupancy and revenue
- Identify opportunities to improve operational performance
- Use Property Management Systems (PMS) to streamline workflows
- Automate guest communication and operational processes
- Maintain accurate, up-to-date property and booking data
- Ensure compliance with applicable short-term rental regulations
- Apply industry best practices to minimize risk and improve efficiency
- Maintain consistency and quality across all properties
Required
- Proven experience managing short-term rental properties
- Strong understanding of pricing strategies, booking flows, and guest management
- Excellent organizational skills and attention to detail
- Ability to manage multiple properties efficiently in a remote environment
- Experience with PMS platforms and automation tools
- Knowledge of short-term rental regulations and compliance
- Strong communication and customer service skills
- Results-driven mindset with a focus on growth and performance
- Fully Remote Role - Work from anywhere with flexibility
- Attractive Compensation - Competitive base salary plus performance incentives
- Career Growth - Opportunities to expand responsibilities and grow with the portfolio
- Positive Work Culture - Supportive, collaborative, and fast-paced environment
- High Impact Role - Direct influence on revenue, operations, and guest satisfaction
Position Requirements
10+ Years
work experience
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