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Real Estate Tech (PropTech), Financial Services, Investment Platform

Short-term Rental Home Inspector (1099)

Largo, Florida, United StatesContractPosted 2 months agoVisa sponsorship available

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Role summary

Roofstock is seeking independent contractors for short-term rental home inspections and light property support in Largo, FL. This 1099 role involves pre/post-stay inspections, minor maintenance, home resets, restocking, and turnover assistance. Ideal candidates have experience in hospitality or property care, possess a reliable vehicle and smartphone, and can work independently. The role offers flexible, task-based work with compensation of $19/hour, with potential for per-task pay. Contractors are responsible for their own taxes and insurance.

About Roofstock:

As the leading end-to-end investment platform for single-family rental homes (SFR), our mission is to reinvent the rental housing ecosystem for the benefit of all. We successfully merge our passion for helping investors build wealth through real estate with cutting edge technology that transforms the way they do it.

With a talented team of 750+ Roofsters, our collaborative, can-do culture is what fuels our growth. In 2022, we closed on our Series E, raising $240 million, and have offices in the Bay Area and New York City. Our growth includes recent acquisitions of Stessa (financial and asset management software), RentPrep (tenant screening and placement service for landlords), and Mynd (property management platform for both Retail and Institutional investors). In 2025, Roofstock took an ownership stake in Casago (short-term rental management services), expanding our platform to support both long-term and short-term rental investment services.

Location: Largo, Indian Rocks BeachType: Independent Contractor

Overview

Seeking independent contractors to support short-term rental homes with inspections, light prep, and in-market assistance between guest stays.

Services May Include

  • Pre/post-stay inspections
  • Light home resets and restocking
  • Minor maintenance tasks
  • Turnover support and trash removal
  • Responding to urgent on-site issues
  • Task updates via mobile app
  • Ideal Contractor

  • Experience in hospitality, vacation rentals, or property care
  • Reliable vehicle and smartphone
  • Able to work independently and manage availability
  • Comfortable with light physical work
  • Weekend availability preferred
  • Engagement Details

  • 1099 independent contractor (not employment or benefits eligible)
  • Flexible, task-based work
  • Contractor responsible for taxes and insurance
  • Compensation: $19/hour, with the option for per-task/piece-work pay for experienced contractors. We are open to discussing a flat rate per inspection/job.

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