Listing Strategy Supervisor

Company Description Upstay is a hospitality and property management company overseeing a $750M portfolio of hotels, vacation rentals, and short-term rentals. The organization focuses on delivering industry-leading investment returns for property owners through beautifully designed homes and high-quality guest service. Headquartered in Orlando, FL, Upstay operates in more than 30 cities across North America. With a growing team of over 200 employees, Upstay offers a dynamic environment for hospitality, operations, and strategy professionals. Team members contribute to both guest experience and owner satisfaction in a fast-paced, data-driven setting.
Role Description The Listing Strategy Supervisor is a full-time remote role responsible for optimizing property listings across digital platforms to maximize visibility, bookings, and revenue. Day-to-day tasks include analyzing listing performance data, refining pricing and positioning strategies, and coordinating media assets such as photos, descriptions, and promotional content. This role collaborates closely with marketing, revenue management, and operations teams to ensure listings reflect brand standards and meet market demand. The Listing Strategy Supervisor will develop and implement listing strategies, monitor competitive landscapes, and deliver regular performance reports with actionable insights. This position also oversees quality control of listing content and supports continuous improvement in listing processes and tools.
Qualifications

• Candidates should possess strong Analytical Skills to interpret performance data, identify trends, and support data-informed decision making.
• Candidates should possess Media Planning and Media Strategy skills to coordinate listing content, promotional placements, and channel optimization.
• Candidates should possess effective Communication skills to collaborate with cross-functional teams and clearly present recommendations.
• Candidates should possess Strategic Planning abilities to design and execute listing strategies aligned with revenue and brand goals.
• Relevant experience in hospitality, real estate, e-commerce, or digital marketplaces is beneficial.
• Proficiency with analytics tools, listing platforms, and spreadsheet software is preferred.
• Demonstrated ability to work independently in a remote environment, manage multiple projects, and meet deadlines.
• Bachelor’s degree in Business, Marketing, Communications, or a related field, or equivalent practical experience.