Job Description

What we do and why we do it:

As the leading end-to-end investment platform for single-family rental homes, our mission is to make real estate investing radically accessible, cost effective, and simple. Our short-term rental (STR) business extends this mission into hospitality, delivering seamless guest experiences while maximizing returns for homeowners.

How it’s going (and growing):

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.

Roofstock’s Values → Short-Term Rental (STR) Org Reflection:

• We are entrepreneurs → Launch a startup within a startup.
• We are better together → Work across functions and markets to do it fast and well.
• We focus on impact → Build a profitable business unit with satisfied owners, teammates, and guests.
• We think like investors → Protect owners’ homes and maximize ROI.

About the Role:

As a Maintenance Technician for short-term rentals , you’ll play a key role in ensuring our homes are functional, clean, and stocked (FCS), safe, and guest-ready. You’ll respond to urgent in-stay needs, perform routine inspections and preventative maintenance, and work closely with the Team Lead, Back of House and Back of House Coordinator to manage tasks, supplies, and vendor relationships.

This role requires a well-rounded maintenance skillset and a service mindset. You’ll be part of the local Back of House team and work across multiple homes within your assigned market.

Responsibilities:

• Complete preventative and routine maintenance tasks, including HVAC troubleshooting, appliance repair, light plumbing and electrical work, and basic cable/Wi-Fi resets.
• Respond promptly to guest-reported issues during stays, resolving them quickly and professionally.
• Support turnovers and readiness work, including light patching, assembly, and touch-ups.
• Conduct property inspections to identify and document potential issues before they impact the guest experience.
• Coordinate with the Back of House Coordinator on inventory, work orders, vendor support, and scheduling.
• Communicate professionally with the Team Lead, Back of House and other local team members.
• Ensure documentation is accurate and submitted in a timely manner for each job completed.
• Follow brand and safety standards in every home.
• Collaborate with Hospitality Ops team members to ensure homes meet FCS expectations.
• Other duties as assigned.

Qualifications:

• 3+ years of maintenance experience, ideally in hospitality, vacation rental, or residential property management.
• Strong troubleshooting and problem-solving skills across multiple home systems.
• HVAC Type II Certification preferred.
• Familiarity with digital work order systems and mobile task apps.
• Valid driver’s license and reliable transportation required.
• Calm, professional demeanor with a customer service mindset.
• Able to work evenings, weekends, and participate in on-call rotation.
• Comfortable with physically demanding work and frequent travel between homes.

Location – Charleston, SC.

Travel Required:

Regular travel between properties within the local market.

Competitive & Unique Benefits Package:

• Generous PTO Policy.
• 12 Paid Holidays.
• Volunteer Time Off.
• Paid Parental Leave.
• 401k Program.
• Health, dental, vision insurance, and more.
• Work & Wellness Stipend as $100/month for tools and equipment.

Must be authorized to work in the U.S. is a precondition of employment and we are unable to sponsor H1-B Visas at this time. 

Any offer of employment is conditioned upon the successful completion of a background investigation.

Commitment to Equal Employment Opportunity:

Roofstock provides equal opportunity in all of our employment practices to all qualified employees and applicants without regard to race, color, religion, sex, gender identity, sexual orientation, national origin, age, disability, or any other protected status.

#LIONSITE

Investing in real estate is one of the most reliable and powerful ways to build generational wealth. From Main Street to Wall Street, investors remain bullish on the long-term returns from residential real estate, especially the single-family home. More Americans are choosing to rent single-family homes for the convenience and low cost of entry. And a new breed of investors is opting to skip the starter home and buy investment properties instead, with a catch: they want to buy outside their own backyard, in fast-growing, mid-sized cities where the price is right and the returns are high. But investing in real estate isn’t easy - and doing it remotely is even more challenging. From finding the right assets in the right neighborhoods for the right price, to renovating, leasing and managing the property, to collecting rent and handling repairs, to ensuring you’re staying compliant with local laws and regulations, managing a remote investment portfolio can become a full-time job. That’s where Mynd comes in. We’re a tech-enabled property management and real estate investment company serving more than 18,000 homes across 26 markets. We help individual and institutional investors buy, renovate, market, manage and sell single-family homes. And we help our residents find safe, spacious, and low-maintenance homes from which to launch their lives.  We bring together talent and expertise from real estate and tech to build a proprietary platform that is unmatched in our industry. Powerful workflows, AI tools and intuitive consumer apps help our teams deliver great service, make life easy for residents, and give investors powerful portfolio insights at their fingertips. We’re making it possible for a new generation of Americans to dream their way - decoupling the homes they live in from the homes they invest in. We’re grateful to have been named one of Fortune's “Best Places to Work” 2023, a Built-In SF Best Places to Work winner, the #1 fastest-growing company in the East Bay by the San Francisco Business Times, one of the 26 hottest proptech startups of 2023 by Business Insider, and one of America’s Best Startup Employers of 2023 per Forbes. We’ve attracted A players from Starwood Waypoint Homes, Opendoor, McKinsey, BCG, Amazon, Facebook, Upwork, WeWork, One Medical, and Zillow. We’re backed by top VCs, including Lightspeed, Canaan, and Jackson Square, and major institutional investors including Invesco Real Estate.  Join us!

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