HOA Portfolio Manager

Who we are AvantStay delivers world class, authentic, tech-enabled short-term rental (“STR”) group experiences targeted at the millennial generation. We are venture funded and growing rapidly in the explosive $100+ billion dollar STR industry. We deliver a customized end-to-end experience that is tailored just for groups and powered with technology at every layer. What we are looking for About the Role We are launching a new HOA Management function and seeking a founding manager of HOA Management to build it from the ground up. This is a 0-to-1 role. The first three to nine months will focus heavily on assessment and infrastructure: auditing the current HOA landscape across the portfolio, standing up tracking systems and processes where none exist today, and establishing the company's presence and credibility with HOA boards in each market. From there, the role shifts toward steady-state management, scaling, and (pending business need) building out a supporting team. This is a remote position requiring approximately 50% travel to properties, HOA board meetings, and regional team touch-points across the portfolio's operating states. What Success Looks Like Strong, documented relationships with AvantStay stakeholders, association boards, and other management companies in key markets A repeatable, scalable HOA compliance process that supports portfolio growth into new markets What you'll do Build the function Conduct a portfolio-wide audit of existing HOA relationships, governing documents, violation history, and risk exposure to establish a baseline Design and stand up a centralized system (and select supporting tools/software) to track HOA status, violations, fines, board relationships, and key dates across all properties Define processes, escalation paths, and service-level standards for HOA compliance and dispute resolution where none currently exist Establish the department's charter, scope, and interfaces with Legal, Operations, Owner Relations, and Acquisitions Build the business case and, as volume warrants, hire and develop a team to support the function's growth Run the function Serve as the primary liaison between the company and HOA boards, property management companies, and community associations across all markets Track, interpret, and ensure compliance with HOA governing documents (CC&Rs, insurance obligations, bylaws, rules & regulations) as they apply to short-term/vacation rental use Monitor state and local legislation affecting HOA authority over rentals (e.g., rental restriction amendments, registration requirements) and translate changes into actionable guidance for internal teams Represent the company at HOA board meetings, hearings, and community events, in person and virtually Lead resolution of HOA violations, fines, and disputes, coordinating with Legal, Operations, and Account Management as needed Develop playbooks and training materials for regional/field teams on HOA compliance best practices Partner with Acquisitions/Growth teams to assess HOA-related risk during property underwriting and onboarding Cultivate proactive, positive relationships with HOA boards and management companies to reduce friction and support long-term operating stability Report regularly to senior leadership on portfolio-wide HOA risk, trends, and progress building out the function What you'll bring 7+ years of experience in HOA management, community association management, property management, or related field; multi-state portfolio experience strongly preferred CMCA, AMS, or PCAM certification a plus (or willingness to obtain) Working knowledge of state-specific HOA/community association statutes and short-term rental regulatory frameworks Demonstrated ability to manage competing priorities across a large, geographically dispersed portfolio Strong negotiation and relationship-management skills with HOA boards, management companies, and legal counsel Excellent written and verbal communication skills; comfortable presenting to boards and executive leadership Highly organized, self-directed, and comfortable operating in a remote, fast-paced environment Willingness and ability to travel approximately 50% of the time, including some evenings/weekends for board meetings Compensation Salary range of $80,000-100,000 per year, dependent on skills and experience Equity in parent company When you join AvantStay You’ll be doing work that matters alongside an experienced and dynamic team, transforming the way people travel and vacation. Your place within the colossal travel and real estate industries will leave you with a wealth of opportunities to feel both challenged to innovate and rewarded for your efforts. Of course, we will offer you pay and benefits, but we’re about more than that. AvantStay is a place where you can craft your own path to greatness. Whether you think in code, words, pictures or numbers, find your future at AvantStay. Equal Employment Always We're proud to be an equal opportunity employer and we celebrate our employees' differences, including race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, and Veteran status. Different makes us better. No soliciting from staffing agencies. Thank you!