Full-Time

Maintenance Technician

Roofstock

Roofstock

201-500 employees

Marketplace for leased single-family rentals

Compensation Overview

$25 - $29/hr

No H1B Sponsorship

San Antonio, TX, USA

Remote

Daily travel to local properties is required.

Category
General Maintenance & Repair (1)
Required Skills
HVAC
Plumbing

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Requirements
  • A valid driver's license is required.
  • Strong troubleshooting and problem-solving skills are required.
  • Ability to work independently in the field is required.
  • Comfort using mobile apps for work orders and communication is required.
  • HVAC Type II Certification is required.
  • A high school diploma or GED is required.
  • Employment is contingent on a background check.
  • Ability to lift up to 50 pounds, bend, and climb is required.
Responsibilities
  • Perform routine and emergency repairs involving HVAC, plumbing, and electrical systems.
  • Prepare vacant units for new move-ins through turnover and make-ready work.
  • Conduct move-in and move-out inspections and property onboarding audits.
  • Audit work completed by external vendors.
  • Manage service tasks through mobile apps and post legal notices.
  • Travel daily to local properties and work across indoor and outdoor environments.
  • Perform other duties as assigned.
Desired Qualifications
  • Universal HVAC Certification is preferred.

Roofstock operates an online marketplace for buying single-family rental homes that are already leased, enabling investors to earn passive income without managing properties. Buyers browse certified, inspected properties that come with a 30-day money-back guarantee, increasing transparency and security. The platform earns money from transaction fees and value-added services like property management and investment coaching. Its differentiators are certified cash-flowing SFRs, a clear certification process with a money-back guarantee, and end-to-end services that support remote, hands-off investing, with the goal of making real estate accessible and liquid for individual investors.

Company Size

201-500

Company Stage

Series E

Total Funding

$371.6M

Headquarters

Oakland, California

Founded

2015

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Simplify Jobs

Simplify's Take

What believers are saying

  • Roofstock launched Casago-backed short-term rental management on January 6, 2026.
  • Roofstock and Mynd integration expands cross-sell across acquisitions, financing, and property operations.
  • Roofstock still reports over $9 billion in transactions and more than 20,000 managed homes.

What critics are saying

  • Roofstock’s retail marketplace keeps shrinking as institutional portfolio sales dominate 2026.
  • Roofstock One’s five-year lockup and 7.5% redemption fee deter liquidity-seeking investors.
  • If SFR transaction volumes stay frozen, Roofstock becomes a services vendor, not a marketplace.

What makes Roofstock unique

  • Roofstock pairs SFR transactions with Mynd property management after the 2024 merger.
  • Roofstock now spans buy, finance, lease, manage, and sell workflows end-to-end.
  • Roofstock’s certified listings and set pricing reduce discovery friction for remote investors.

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Benefits

Generous PTO Policy

12 Paid Holidays

Volunteer Time Off

Paid Parental Leave

401k Program

Wellness and home office/cell phone subsidies

Robust health, dental, vision insurance, and more

Work & Wellness Stipend

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

1%

2 year growth

2%
CFO Dive
Jan 7th, 2026
Marqeta names Stripe, JPMorgan alum as CFO

Marqeta names Stripe, JPMorgan alum as CFO. The Stripe veteran is joining the card issuer as it continues to focus on profitability following a 27% jump in gross profit for its most recent quarter. Dive brief: * Card issuing platform Marqeta appointed Stripe alum Patti Kangwankij to the role of CFO, effective Feb. 9, with the goal of aiding the business by enhancing profitability and driving growth, according to a Wednesday press release and securities filing. * The appointment comes several months after the Oakland, California-based company announced it was beginning a search for a new CFO in September, following the appointment of finance chief Mike Milotich as its CEO, according to a press release at the time. Milotich has held the dual position of CFO and CEO since assuming the top executive seat on an interim basis last February. The appointment was made permanent in September. * Kangwankij's expertise in the payments space and financial leadership will be a "critical asset as we continue to execute our strategy, scale our platform, and enable customer innovation in card issuing," Milotich said in a statement included in the Wednesday release. "Patti is the right leader to guide our finance organization and help accelerate our momentum and capture the significant opportunities ahead." Dive insight: Kangwankij will be joining the payments firm from Roofstock, a real estate technology business backed by venture firms including Softbank, Invesco and Bain Capital Ventures where she has served as CFO for about a year, according to her LinkedIn profile. She logged a four-year span at Stripe in such roles as head of payments finance and strategy, as well as serving 14 years at JPMorgan, where she served in senior leadership positions that included managing director and CFO, merchant services and managing director and CFO, co-branded credit card business. In association with the CFO appointment, Kangwankij is set to receive an annual base salary of $475,000, and will be eligible for a target bonus opportunity up to 75% of her base salary, according to the filing with the Securities and Exchange Commission. She is also eligible to receive a one-time discretionary sign-on bonus of $250,000, contingent on her being employed by Marqeta for at least a year. Kangwankij will also receive a restricted stock unit award with an approximate value of nearly $6 million, set to vest over a three-year period, and will be granted performance stock units with an estimated value of $2.5 million. The Stripe veteran is joining Marqeta at a "pivotal moment," she said in a statement included in the Wednesday release. The company has taken several steps to foster continued growth over the past year amid stiff competition in the commercial credit card space, with analysts pointing to improving profitability and platform expansion as top priorities for Milotich - a Visa alum - when he stepped in as interim CEO last February, CFO Dive sister publication Payments Dive previously reported. Among other moves, the business has honed its focus on embedded finance - tools which integrate payment options into other digital functions - and targeted expansion in key areas such as Europe. In February, the company announced it would be acquiring European money transfer business TransactPay for about $47 million, Payments Dive reported. Marqeta closed that acquisition in August, according to a company release. Marqeta announced in November an expanded team-up with card network Visa and payment platform Klarna to help support the launch of Klarna's debit card product in Europe. Milotich highlighted the company's efforts during its earnings report for its most recent quarter ended Sept. 30, pointing to positive jumps in revenue, net processing volume and gross profit for the quarter, according to a press release. Marqeta reported $115 million in gross profit for its third quarter of 2025 - a 27% jump year-over-year, according to the Nov. 5 release. Its net loss also dropped by 87% YoY to approximately $4 million, compared to $28 million in the prior year period. Marqeta did not immediately respond to requests for comment.

VRMA (Vacation Rental Management Association)
May 28th, 2025
Roofstock Enters STR Market with Casago

Roofstock has launched a short-term rental management division by investing in Casago, following its participation in the consortium that took Vacasa Inc. private on May 1, 2025. Roofstock now holds an ownership stake in Casago and plans to establish Casago franchises in three destinations, marking its official entry into the short-term rental management business.

FinancialContent
May 19th, 2025
Roofstock Invests in Casago for STR Expansion

Roofstock has launched a short-term rental management division by investing in Casago, following Casago's merger with Vacasa. Roofstock will introduce Casago franchises in Charleston, Tampa, and the Oregon Coast. This move extends Roofstock's real estate investment services to the short-term rental sector. Craig Rashkow will lead the division. Debt financing was provided by Coromandel Capital. Roofstock has facilitated over $9 billion in transactions and manages over 20,000 rental homes.

Business Wire
May 19th, 2025
Proptech Innovator Roofstock Launches Short-Term Rental Management Division With Investment in Casago

Roofstock has appointed Craig Rashkow to lead its short-term rental division.

PYMNTS
Dec 30th, 2024
Vacasa Merges With Fellow Vacation Rental Firm Casago

Vacation rental property management companies Casago and Vacasa are becoming one.Casago will acquire all Vacasa’s stock in a $128.6 million deal, MarketWatch reported Monday (Dec. 30).“This transaction combines the strengths of both companies and accelerates progress toward a shared vision: empowered local teams, delivering best-in-class home care and revenue for homeowners, and providing superior hospitality for guests,” a Monday news release said. “Combining Casago and Vacasa will create an unmatched vacation rental management platform, pairing the advantages of an international brand with the personalized care of local management.”The combined company will become a private company following the completion of the transaction, expected to become final near the end of the first quarter or the early part of the second quarter of 2025, according to the release.Vacasa has nearly eight times as many properties in its portfolio as the company acquiring it, PhocusWire reported Monday. Vacasa has struggled since going public in 2021, with revenue for its most recent quarter down 17% year over year. The company has held two rounds of layoffs this year and lost its chief operating officer, John Banczak, who now holds the same title at Casago.Also Monday, the companies announced in the press release that Roofstock, a property-tech platform, plans to invest in and provide strategic guidance to the combined company.“Roofstock brings deep real estate expertise through its service offerings and software solutions, including helping more than 300,000 property owners with nearly 1 million units optimize the performance of their rental properties,” the release said.In other news from the sector, Hostaway announced earlier this month that it secured a $365 million investment to bolster its vacation rental software and management system designed for short-term rental property owners and managers.The company plans to use the new financing to fuel its international expansion, product development and artificial intelligence initiatives.Hostaway CEO and co-founder Marcus Räder said at the time the investment would also be used “to further expand our footprint across the world, especially in key markets like France, Spain and Italy.”