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Operations & Systems Assistant – Breezeway & HubSpot
Contract type
Part-time
Work mode
Remote · Worldwide
Experience
3 years
Job description
A part-time freelance Operations & Systems Assistant role to configure, organize and optimize Breezeway for property operations and manage the HubSpot Knowledge Base for Corporate Stays. The role focuses on building structured workflows, checklists and SOPs rather than general virtual assistance.
At a glance
- Employment
- Freelance · Independent contractor
- Work mode
- Remote · Worldwide
- Languages
- English
What you'll do
- Review and organize the existing Breezeway setup
- Create and improve housekeeping, inspection, and maintenance task templates
- Develop standardized operational checklists for different property types
- Organize property-specific instructions, notes, and operational information
- Help configure recurring tasks and operational schedules
- Review task assignments, priorities, and workflows
- Assist with setting up task automation and operational triggers where supported
- Standardize task names, categories, and descriptions
- Review how tasks are created, assigned, monitored, and completed
- Identify missing checklists, duplicated tasks, and inefficient workflows
- Help improve quality control and inspection procedures
- Test configurations before implementation
- Document procedures so the internal Operations team can maintain the system independently
- Create, edit, and organize HubSpot Knowledge Base articles
- Structure content into logical categories and sections
- Format operational procedures into clear, easy-to-follow instructions
- Convert existing documentation into standardized SOPs
- Review existing articles for outdated or duplicated information
- Improve article titles, organization, readability, and consistency
- Maintain documentation for operational processes, guest services, housekeeping, maintenance, and other departments
- Coordinate with department managers to obtain missing or updated procedures
- Maintain a consistent documentation structure across the organization
- Organize operational data and documentation
- Follow implementation instructions and project priorities
- Track assigned tasks, deadlines, and deliverables
What we're looking for
- Proven hands-on experience with Breezeway, preferably in vacation rentals or property management
- Experience with HubSpot or another knowledge management or documentation platform
- Understanding of housekeeping, maintenance, inspections, and property operations
- Experience creating operational checklists, workflows, and standard operating procedures (SOPs)
- Excellent attention to detail and organizational skills
- Strong problem-solving abilities
- Excellent written English
- Ability to work independently and follow detailed instructions
- Comfortable with remote collaboration and task management tools
Nice to have
- Previous experience with a vacation rental management company
- Familiarity with Guesty, Hostaway, or similar property management systems
- Experience configuring task automation and recurring operational workflows
- Experience organizing operational systems for companies managing 50 or more properties
- Familiarity with HubSpot CRM, Basecamp, and Google Workspace
- Experience supporting distributed housekeeping and maintenance teams
Your team
Operations
Apply
About Corporate Stays
An international furnished apartment rental and property management company operating across Canada and Latin America, managing a growing portfolio of furnished apartments.
Key facts
- Property management / furnished apartment rental
- Operates across Canada and Latin America
- Manages a growing portfolio of furnished apartments
- Uses operational platforms to coordinate property management, housekeeping, maintenance, guest services, and internal procedures
What they value
- Reliability
- Accuracy
- Initiative
- Ability to improve existing systems rather than simply follow instructions