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TYPE OF WORK
Part Time
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SALARY
4/hr+ commission
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HOURS PER WEEK
20
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DATE UPDATED
Dec 23, 2025
Why This Role Exists
Insurance claims and contractor issues don’t resolve themselves for a real estate short term rental small company.
They require initiative, follow-up, documentation, and creativity within rules. We are looking for someone who can move a claim forward even when the path is unclear, not someone who waits for instructions. Rest assured, you will be trained.
This role owns the entire lifecycle of contractor coordination and insurance claims — from issue discovery to final resolution.
Core Responsibilities
1. Claims Ownership (Start ? Finish)
• Initiate and manage insurance claims
• Read claim requirements and interpret what’s missing
• Call insurance companies to clarify requirements and next steps
• Follow up persistently until resolution
• Track timelines, deadlines, and status changes
• Escalate intelligently when stalled
2. Contractor Documentation & Invoicing
• Request invoices from contractors or
• Create clean, compliant invoices when contractors cannot provide them
• Ensure invoices meet insurance requirements
• Research pricing standards to ensure invoices are reasonable
• Source replacement contractors when originals are unavailable
• Maintain invoice and repair documentation for audit readiness
3. Research & Problem-Solving
• Research replacement items or services when originals are unavailable
• Compare options and recommend solutions
• Identify faster or cleaner paths to resolution
• Anticipate issues before insurers or owners flag them
4. Contractor Coordination
• Schedule, confirm, and track contractor visits
• Provide access instructions and job scope
• Follow up post-visit for documentation and photos
• Ensure work completion aligns with claim documentation
5. Reporting & Record-Keeping
• Maintain clean, timestamped records
• Update trackers and reports consistently
• Ensure every claim can be understood without verbal explanation
• Prepare summaries for leadership when needed
What We’re Looking For (Non-Negotiables)
You are:
• A self-starter who moves without being told
• Comfortable calling insurance companies and vendors
• Able to create solutions when information is missing
• Organized enough to manage multiple claims at once
• Confident, professional, and persistent
• Calm under ambiguity and delays
You do not freeze when:
• An insurer asks for “additional documentation”
• A contractor doesn’t respond
• A receipt is missing
• The process isn’t clearly defined yet
Examples of Initiative We Expect
• Creating a compliant invoice when a contractor cannot
• Calling an insurer instead of waiting for
• Researching replacement vendors proactively
• Notifying leadership of bottlenecks before they become issues
• Documenting assumptions and decisions clearly
Tools You’ll Use
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• Phone calls (required)
• Google Sheets & Drive
• Slack
• Insurance portals
Work Style
• Remote
• High autonomy
• High accountability
• Clear SOPs + room for judgment
• Results > excuses
Hiring Process
1. Paid practical test (claims + documentation scenario)
2. Video interview
3. Trial period
Who This Role Is NOT For
• People who wait to be told every step
• People uncomfortable calling vendors or insurers
• People who avoid ambiguity
• People who dislike documentation
What This Role Leads To
• Senior Operations Role
• Oversight of multiple properties or regions
• Increased responsibility and compensation tied to results
