Owner Success Manager

About Roofstock

As the leading end-to-end investment platform for single-family rental homes (SFR), our mission is to make real estate investing radically accessible, cost effective, and simple. We successfully merge our passion for helping investors build wealth through real estate with cutting edge technology that transforms the way they do it.

How it’s going (and growing)

With a talented team of 600+ 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 California, Texas, and New York as well as many remote opportunities. 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

• We are entrepreneurs → Launch a startup within a startup
• We are better together → Work across functions & business units 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 → Enhance owners’ and Roofstock’s ROI

About the Team

Roofstock’s STR team has the opportunity to build and shape an entirely new business unit together, soon taking on over 1200 homes as a franchisee of Casago. The team is obsessed with people – in particular our owners, our guests, and our teammates. We extend our hospitality to everyone around us, there’s no such thing as “not my job,” and we celebrate our wins together. We plan to expand within our current markets as well as to roll out new markets in the years to come. Much like a startup business, things are fast-paced, intense, and exhilarating. And when the team wins, we all win.

About the Role

Roofstock is hiring an Owner Success Manager to support our expanding short-term rental division. In this role, you will be the primary point of contact for property owners, fostering strong relationships while educating them on short-term rental (STR) strategies, performance metrics, and opportunities for property improvements to maximize revenue. This role requires a blend of analytical expertise, relationship management skills, and a deep understanding of the single-family home vacation rental industry. You will leverage market data and pricing tools to underwrite properties, provide insights on asset management, and guide owners on capital expenditure (CapEx) priorities, maintenance, and regulatory compliance. This is a high-growth, full-time, US-based role with significant opportunities for upward mobility in our dynamic organization, with potential for remote work.

Responsibilities

• Owner Relationship Management
• Build and maintain strong relationships with property owners