TrustFirst Management is a fast-growing vacation rental management company based in Bradenton, Florida, currently managing ~40 properties and scaling rapidly.
Our mission is simple: deliver exceptional guest and owner experiences through strong execution, clear communication, and operational excellence.
We are not building a traditional property management company. We are building a technology-driven, AI-powered operation that leverages automation, data, and smart systems to outperform the industry standard.
If you’re excited about improving processes, working with modern tools, and being part of a high-performance team, you’ll thrive here.
TrustFirst Management is seeking a Client & Operations Lead to take ownership of day-to-day operations and serve as the primary point of contact for owners, guests, and vendors.
This role reports directly to the CEO and plays a critical role in keeping the business running smoothly. You’ll be responsible for managing communication, resolving issues, coordinating vendors, and supporting a remote team, all while maintaining a high standard of service and execution.
This is a hands-on, high-ownership role for someone who is proactive, decisive, and solutions-oriented. As the company grows, this position is designed to evolve into an Operations Manager role.
Manage owner communication, including updates, issue resolution, and relationship management
Coordinate vendors (cleaning, maintenance, etc.) to ensure timely, high-quality execution
Handle guest escalations and resolve complex issues to protect reviews and guest experience
Act as the primary decision-maker for day-to-day operational needs
Support and guide a remote team by providing direction and answering questions
Identify inefficiencies and improve processes to increase operational performance
Utilize AI tools and automation systems to improve speed and accuracy
Hold vendors and team members accountable to performance standards
Ensure consistent, high-quality execution across all properties
Experience in hospitality, property management, or a customer-facing operations role
Strong written and verbal communication skills
Proven ability to handle difficult conversations with clients or customers
Ability to make independent decisions and solve problems under pressure
Highly organized with strong attention to detail
Ability to manage multiple priorities in a fast-paced environment
Demonstrated ownership mindset (proactive, solutions-focused, accountable)
Vacation rental or short-term rental industry experience
Experience managing vendors or coordinating service providers
Experience supporting or leading remote teams
Familiarity with tools such as Guesty, Notion, Conduit, SuiteOp, Turno, or similar platforms
Experience working in fast-growing or startup environments
Interest in AI, automation, and system optimization
Compensation: $60,000 - 70,000 annually based on previous experience
Benefits: PTO, flexible work environment, telecommuting options
Schedule: Tuesday through Saturday, with Sunday and Monday off. Some flexibility required for occasional evenings or urgent issues. Due to the nature of operations, some flexibility is required, including occasional evenings or weekends for urgent issues or escalations. We operate in a fast-paced environment and prioritize responsiveness, ownership, and outcomes over strict time tracking.
Job Type: Full-time
Location: Bradenton, FL Area