Our client is seeking a highly organized and detail-oriented Property Management & Calendar Specialist to support the day-to-day operations of a growing boutique property management business, specializing primarily in mid-term, furnished rentals with stays of 30 days or more (MTR). The company currently manages over 30 furnished MTR rentals and aims to double this portfolio by year’s end. This role is essential for maintaining accurate property availability, guest information, and booking data across multiple platforms.You will be the operational backbone for property and guest management, ensuring data integrity across systems and supporting the entire guest lifecycle—from inquiry and onboarding to check-out and turnover coordination. The ideal candidate thrives in process-driven environments, enjoys tackling operational challenges, and has a keen eye for detail.This position is ideal for someone passionate about property operations, hospitality, and building scalable systems.KEY RESPONSIBILITIESProperty Calendar & Platform Management:Maintain accurate property availability and booking data across platforms—including Buildium, Furnished Finder, Airbnb, and others—ensuring consistency and data integrity at all timesManage and update property listings, pricing, calendar settings, and availability on all channelsEnsure Buildium remains the single source of truth for all guest and property informationMonitor and optimize Airbnb listings for visibility, accuracy, pricing, and performance; flag gaps and recommend improvementsProactively manage Furnished Finder leads, recognizing that unlike Airbnb, FF uses an inquiry-based model requiring manual outreach, qualification, and follow-up before confirming bookingsExecute pricing updates as guided by internal teamsManage listing renewals, availability adjustments, and platform-specific settings as neededPrevent double-bookings and proactively resolve calendar conflicts before they reach the guestGuest Lifecycle Operations:Handle initial guest correspondence once a lead is passed—respond promptly, ask qualifying questions, and review guest profiles and reviews before proceedingSend background checks and coordinate leasing document preparation and signature collectionAccurately onboard guests in Buildium, ensuring all data is complete and correctly loggedSend check-in instructions, house rules, and pre-arrival communicationsManage guest communications with professionalism and care throughout their staySend check-out instructions and coordinate the handoff to transition and cleaning teamsAvailability & Turnover Coordination:Maintain real-time visibility into current property availabilityCoordinate cleaning schedules between guest stays to minimize turnaround timeManage cancellations swiftly, reopen availability, and communicate updates to relevant team membersTrack move-ins and move-outs across the portfolio, ensuring all transitions are accurately documentedCRM & Corporate Lead Capture:Log and track new corporate leads into the CRM following outreach or team introductionsCollaborate with the internal CRM Specialist to send introductory and follow-up communications after new corporate contacts are madeSystems & SOP Development:Help document and refine SOPs for all recurring guest and property operations as workflows are developedIdentify gaps, inconsistencies, or manual workarounds that can be improved or streamlinedMaintain organized records and documentation across all platforms and systemsABOUT YOU2+ years of experience in property management, hospitality operations, guest services, or administrative coordination in a real estate or short-term (STR)/mid-term (MTR) rental environmentFamiliarity with property management platforms—experience with Buildium, Airbnb, Furnished Finder, or similar tools is a strong plusAdvanced Excel proficiency; this team relies heavily on spreadsheetsStrong attention to detail; you identify patterns and catch errors before they become problems, maintaining accurate records across multiple systemsAI literacy—you actively use tools like Claude, ChatGPT, or similar in your daily work and can build, troubleshoot, and adapt light automations to enhance your productivityProactive communicator—you ask questions early, flag blockers immediately, and don’t spend hours guessing when a quick message would solve the issueExperience with CRM platforms for lead tracking and follow-up communicationsAble to manage multiple priorities independently in a fully remote environmentPREFERRED QUALIFICATIONSExperience with Buildium, Airbnb, Vrbo, Furnished Finder, Hospitable, Guesty, or other property management softwareFamiliarity with Go High Level or similar CRM platformsBackground in STR or MTR rental operations, hospitality, or corporate housingExperience with SOP documentation and process improvementAbility to collaborate with other virtual teammates in overlapping rolesWHY YOU’LL LOVE ITPlay a key role in delivering seamless guest experiences and operational excellenceWork across multiple systems and processes in a growing boutique property management