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General Manager

Tampa, Florida, United States

What we do and why we do it

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 → 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 win. 

About the Role

As a General Manager (GM), you will be the senior-most leader responsible for your local short-term rental market, overseeing the full performance of a portfolio typically ranging from 200 to 400 homes. You will own all outcomes in the market, including profitability, guest experience, owner satisfaction, team performance, regulatory compliance, and local reputation.

The GM’s core responsibilities are to ensure owner satisfaction by being a good steward of our owners’ properties, to ensure guest satisfaction which directly influences listing visibility and booking conversion, and to lead a high-performing, engaged local team. You will be expected to understand the P&L and make adjustments to operational levers to ensure profitability while maintaining quality and satisfaction. You will also serve as an escalation point for high-level owner concerns, particularly for multi-property owners who require extra attention.

You will be responsible for maintaining a positive reputation within the community, including building relationships with neighbors, HOAs, and local government officials. As the local face of Roofstock and Casago, you’ll help ensure that our presence benefits the community and reflects our commitment to being a responsible operator.

While the GM owns outcomes at the local level, the central operations team will provide strong support across compliance, guest experience, onboarding, and more. You’ll work hand-in-hand with these teams to ensure alignment and execution. Those teams exist to support you.

Finally, you will be asked to meet with prospective owners and support local business development efforts. Your role will be instrumental in helping homeowners understand our model and feel confident entrusting their homes to our team.

Responsibilities

  • Serve as the P&L owner for the market
  • Lead and manage a team of Local Operations Managers and in-market staff to deliver best-in-class guest and owner experiences
  • Maintain high levels of owner satisfaction and reduce churn through proactive communication and service excellence
  • Ensure guest satisfaction across the portfolio by driving consistency in home readiness, issue resolution, and responsiveness
  • Serve as an escalation point for high-level owner concerns and provide special oversight for high-value, multi-property owners
  • Support Local Operations Managers in developing strong home-level relationships with owners
  • Partner with central teams to ensure pricing, listings, onboarding, compliance, and guest experience operations align with local execution
  • Build and maintain strong relationships with community stakeholders including neighbors, HOAs, and city officials
  • Hire, develop, and retain A-player talent within your market team
  • Foster a strong team culture where employees feel supported, valued, and aligned
  • Meet with prospective homeowners to support business development and owner acquisition efforts
  • Own and drive performance reporting and operational dashboards
  • Act as the market’s primary voice to senior leadership, surfacing challenges, trends, and growth opportunities
  • Other duties as assigned

Success Measures

  • Owner churn – <15% is good, <10% is great
  • Owner satisfaction as measured by Net Promoter Score (NPS) and direct feedback
  • Guest satisfaction and average review score across portfolio (goal: 4.8+)
  • Market-level financial performance including revenue growth and contribution margin
  • Team engagement and satisfaction scores
  • Team performance and cohesion
  • Positive community relationships and minimal neighbor complaints or escalations

Qualifications

  • 6+ years of experience in general management, hospitality operations, or property management
  • Proven leadership in high-growth, high-accountability environments
  • Strong analytical skills with the ability to understand P&Ls and operational levers
  • Exceptional people leadership, with a track record of building and mentoring high-performing teams
  • Deep customer and owner empathy, paired with operational discipline
  • Familiarity with STR platforms (Airbnb, VRBO) and operations tools (PMS, CRM)
  • Strong interpersonal communication skills and comfort engaging with public and private stakeholders
  • Valid driver’s license and reliable transportation required
  • Bachelors degree required, MBA or other relevant secondary education a bonus

Work Environment & Physical Demands

  • Frequent in-market travel and field engagement required
  • Availability to respond to urgent operational needs as they arise, including weekends and holidays

Competitive & Unique Benefits Package

  • 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

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 

The company provides equal opportunity in all of our employment practices to all qualified employees and applicants without regard to race, color, religion, sex, gender, gender expression, gender identity, national origin, ancestry, citizenship, age, physical or mental disability, marital status, sexual orientation, military or veteran status, genetic information or any other category protected by federal, state and local laws. This policy applies to all aspects of the employment relationship, including recruitment, hiring, compensation, promotion, transfer, disciplinary action, layoff, return from layoff, training and social, and recreational programs. All such employment decisions will be made without unlawfully discriminating on any prohibited basis.

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