Senior Remote Property Manager

CBT; Chicago (IL); Remote; USD 90,000 - 130,000; Full time

Benefits offered by this job

Competitive Salary

Performance-Based Bonuses

Career Growth Opportunities

Flexible Work Environment

Job summary

A leading property management company is seeking a high-performing Senior Remote Property Manager to oversee a growing portfolio of short-term rental properties. In this fully remote role, you will handle bookings, optimize operations, and drive revenue while ensuring outstanding guest experiences. The ideal candidate should have strong skills in pricing strategies, communication, and organization, with experience in property management systems. This position offers opportunities for career growth and a supportive, collaborative work environment.

Qualifications

• Experience with pricing strategies and guest management.
• Strong organizational skills and attention to detail.
• Ability to operate effectively in a remote environment.

Responsibilities

• Handle bookings and guest communication professionally.
• Implement dynamic pricing strategies to optimize revenue.
• Ensure compliance with rental regulations and maintain quality.
• Use PMS to streamline workflows and maintain data accuracy.
• Ensure compliance with short-term rental regulations and best practices.

Skills

Strong understanding of pricing strategies

Excellent organizational skills

Ability to manage multiple properties efficiently

Strong communication skills

Customer service skills

Tools

Property Management Systems (PMS)

Job description

About the job Senior Remote Property Manager

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.

Property Operations & Guest Experience

• Handle bookings, calendars, and guest communication with professionalism
• Coordinate cleaning, maintenance, and turnovers efficiently
• Ensure consistently high guest satisfaction and strong review ratings

Revenue & Performance Optimization

• Implement and refine dynamic pricing strategies
• Monitor market trends and competitor activity
• Optimize listings to maximize occupancy and revenueIdentify opportunities to improve operational performance

Systems & Automation

• Use Property Management Systems (PMS) to streamline workflows
• Automate guest communication and operational processes
• Maintain accurate, up-to-date property and booking data

Compliance & Best Practices

• 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

• 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

Preferred

• 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
• 🌱 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