Team Lead, Field Operations

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 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.

With a talented tam 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),
Rent Prep (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.

The Field Operations Team Lead role is essential to ensuring smooth, high-quality field operations, with a significant focus on managing the workforce lifecycle and administrative function. This role is a blend of field oversight, administrative management, and team development.

• This role will lead a team of in-house techs and portfolio associates
• This position will be primarily administrative with periodic site visits for quality assurance and coaching purposes.
• Lead and coordinate comprehensive maintenance efforts for multi-family and single-family properties, ensuring operational efficiency across routine, preventive, and emergency type work orders or tasks.
• Serve as the lead contact for emergency responses, prioritizing and addressing urgent situations with technical expertise and decisiveness to mitigate risks and protect the property.
• Responsible for interviewing, and selecting qualified candidates for the team, the Team Lead will ensure that new hires align with the operational standards and values of the organization.
• Coordinate the onboarding process for new team members, providing training and resources to ensure a smooth transition into field operations.
• Analyze daily and weekly reports to identify risks, take proactive actions, and provide guidance to the team.
• Lead termination processes in accordance with company policies.
• Review and approval payroll for field team members, ensuring accuracy in time-tracking.
• Hold team to high service standards and productivity benchmarks across managed properties, ensuring compliance with SOPs and providing performance feedback and coaching as needed.
• The Team Lead will serve as a point of contact between the field team and other departments, working closely with leadership and cross-functional partners to address issues, align on immediate goals, and improve day-to-day operational efficiency.
• In addition to operational duties, the Team Lead will hold ongoing 1 on 1’s to provide ongoing mentorship and support to field staff, helping develop their skills and promoting professional growth within the team.
• Travel as needed to various property locations and / or markets to provide hand‑on support, conduct inspections, and ensure consistency in maintenance standards and operational practices.
• Perform routine quality assurance by visiting job sites, ride along and reviewing administrative tasks including but not limited to proper work order completion, inventory upkeep and reviewing expenses

• 3+ years management experience
• 5+ years experience in property maintenance for multi-family / single-family properties, with a strong background in routine, preventative, and emergency maintenance.
• Advanced knowledge of tools, equipment, and techniques used in property maintenance, including HVAC, plumbing, electrical, and general repairs. Demonstrated ability to troubleshoot complex maintenance issues and guide teams in effective problem‑solving.
• HVAC Type I and Type II or Universal certification strongly desired
• Strong mentoring, coaching, and team‑building abilities. Proven success in training and developing team members, fostering a positive…