Hospitality Operations Manager

Roofstock•Rockaway Beach, OR

About The Position

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. 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 & 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. 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 w

Requirements

3+ years in property management, hospitality, or field operations
Exceptional communication skills and a customer-first mindset
Ability to manage local teams and third-party vendors
Working knowledge of STR platforms (Airbnb, VRBO, etc.)
Comfort with expense categories and explaining common STR charges to owners
Strong organizational and time management skills
Comfort with mobile tools and task management systems
Valid driver’s license and reliable transportation required

Nice To Haves

Bachelor Degree preferred but not required

Responsibilities

Manage a portfolio of ~40 STR homes in your market, ensuring they are clean, maintained, guest-ready, and performing to standard
Serve as the primary point of contact for assigned owners, answering questions promptly and delivering proactive updates
Visit and inspect each home in your portfolio at least once per month to ensure familiarity and quality oversight
Lead a small in-market team and oversee local vendors
Delegate routine inspections and operational tasks to a team of caretakers, runners, etc
Resolve escalated guest issues with urgency and care
Support onboarding of new homes in collaboration with central and field teams
Help owners understand the expenses on their statements and answer financial questions as they arise
Monitor and manage home-level standards, performance, and guest feedback
Other duties as assigned