Operations & Systems Assistant – Breezeway, HubSpot

MasAlto Capital

. Review, organize, configure, and optimize the existing Breezeway setup .

Posted 10/22/2026part-timeRemoteMid-LevelSeniorWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in configuring and optimizing Breezeway and HubSpot for property management, with a strong focus on creating operational checklists, workflows, and standard operating procedures. Exhibits excellent organizational skills and attention to detail in managing documentation and improving operational processes.

Highest-signal resume keywords

Breezeway ConfigurationOperational Checklist DevelopmentTask Automation ExperienceHubSpot Knowledge ManagementProperty Operations Understanding

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Task CreationWorkflow OptimizationStandard Operating Procedures (SOPs)Quality Control ProceduresDocumentation Management

Soft Skills

Attention to DetailProblem-Solving AbilitiesOrganizational SkillsIndependent WorkRemote Collaboration

Tools & Technologies

HubSpot CRMGoogle WorkspaceBasecampGuestyHostaway

Industry Keywords

Vacation RentalsProperty ManagementHousekeepingMaintenanceInspections

About the role

Key responsibilities & impact

Review, organize, configure, and optimize 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
Configure recurring tasks and operational schedules
Review task assignments, priorities, workflows, task creation, monitoring, and completion
Set up task automation and operational triggers where supported
Standardize task names, categories, and descriptions
Identify missing checklists, duplicated tasks, and inefficient workflows
Improve quality control and inspection procedures
Test configurations before implementation
Document procedures so the internal Operations team can maintain the system independently
Create, edit, organize, and maintain HubSpot Knowledge Base articles
Structure content into logical categories and sections
Convert existing documentation into standardized SOPs
Review articles for outdated or duplicated information and improve titles, readability, organization, and consistency
Maintain documentation for operational processes, guest services, housekeeping, maintenance, and other departments
Coordinate with department managers to obtain missing or updated procedures
Organize operational data and documentation
Track assigned tasks, deadlines, deliverables, completed work, and outstanding improvements
Provide weekly progress updates
Identify problems and recommend practical improvements
Perform quality checks before marking work complete
Coordinate with Operations and Management teams
Support additional software configuration and administrative projects when needed

Requirements

What you’ll need

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
Previous experience with a vacation rental management company preferred
Familiarity with Guesty, Hostaway, or similar property management systems preferred
Experience configuring task automation and recurring operational workflows preferred
Experience organizing operational systems for companies managing 50 or more properties preferred
Familiarity with HubSpot CRM, Basecamp, and Google Workspace preferred
Experience supporting distributed housekeeping and maintenance teams preferred

Benefits

Comp & perks

Part-time freelancer arrangement
Remote, worldwide work arrangement
Up to 20 hours per week
Flexible working hours
Availability for scheduled team meetings