**Upstay is looking for Junior Account Executive to join our team! Get Your Resume Ready!** **Who We Are** Upstay operates and optimizes short-term rentals to create ROI for homeowners and unforgettable vacation homes for guests. Based in Orlando, Florida, Upstay offers short-term rentals across the United States, Eastern Canada, and South America. Our team of 160+ employees manages 400+ properties on behalf of owners. We treat every property in our portfolio as an investment with a focus on maximizing profit without sacrificing best-in-class hospitality for our guests. **What We Do** **How We Do It** We are accountable for every aspect of our property’s creation and existence. Site selection, acquisition, development, design, construction, furniture manufacturing, laundry and property management are all looked after by our in-house teams which translates to higher standards in our properties, service, and customer expectations. **What Matters to Us** We are committed to providing compliant and locally beneficial short-term property rentals that add value to our guests. We work with local governments and homeowner associations to develop standards and provide industry-wide leadership so our guests can relax and enjoy their time with us. **What You’ll Do** The Listing Administrator is responsible for the end-to-end management of property listings across multiple short-term rental platforms. This includes onboarding new listings, ensuring listing accuracy and optimization, distributing content across OTAs, managing listing-related guest reviews and disputes, and maintaining listing compliance and reporting. The role requires strong attention to detail, problem-solving skills, and coordination with both internal teams and external platforms to ensure high-quality, high-performing listings. - Monitor and maintain high-quality listing content—including photos, descriptions, amenities, and policies—while coordinating with the Marketing and Content teams as needed. - Optimize listing performance and health by implementing strategic edits and seasonal updates to maximize visibility and conversions. - Respond to guest reviews, initiate disputes where applicable, and uphold review quality in line with established standards. - Prepare and maintain reports on listing and account activity, performance metrics, ratings, guest feedback, and compliance (as applicable). - Troubleshoot and resolve distribution issues with OTAs to ensure listings remain online, bookable, and properly aligned across all channels. - Assist in the launch and integration of new OTA accounts and manage the full lifecycle of listings, including launching, updating, and relaunching. - Support licensing and compliance processes by preparing required documentation and ensuring adherence to local regulations. - Collaborate with departments such as Revenue, Operations, and Marketing to ensure listing accuracy and strategic consistency. - Provide administrative and project-based support to the Listings & Distribution Leads and contribute to ongoing process improvements and documentation. **What You’ll Bring** - Highly organized - Exceptional attention to detail - Strong execution and time management skills - Critical thinking and analytical skills - Comfortable with tech and software - Strong communication skills - Must be comfortable working in a remote team setting - Strong Microsoft Excel/Google Sheet skills - Familiarity with Google Drive, Google Hangouts, Microsoft Office, and Slack is an asset; - Desire to be a part of a fast-growing startup and passionate about the vacation; rentals, real estate, and/or tech startup; - 4-year undergraduate degree in business or project management (preferred) - At least 2 years of experience in a administrative or hotel rooms division environment - Enjoys a structured role **Extra Awesome**: - Background in distribution channels in the hotel industry is preferred - Familiarity with Guesty or another Property Management Software is an asset; - Available to start ASAP **Equal Employment Opportunity** We're proud to be an equal opportunity employer and all applicants will be considered. At Upstay we celebrate and support the differences between our employees' including race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, and Veteran status. Diversity is essential to our growth, and we’ve concluded that we’re stronger together. **Last Thing** If this isn’t the job for you, perhaps you have a friend who would be a perfect fit? Send them this job posting. Application Question(s): - Are you available to work full-time in shifts aligned with US/Canada business hours? - This is a remote position. Do you have experience working independently in a remote environment? - How many years of hospitality experience do you have? - Are you fully proficient in English? - Do you have at least 2 years of experience in a customer service or administrative role?