
11 - 50 employees
🤝 B2B
🏠 Real Estate
💸 Finance
B2B • Real Estate • Finance
Keystone Bookkeepers is a bookkeeping and accounting services firm focused on short-term rental (STR) property managers, co-hosts and small businesses. They offer month-end owner reports, expense categorization, trust accounting, bill pay, and vacation tax filing, and work with STR management platforms such as Guesty Pro, Hostaway, Hostfully, Hospitable, OwnerRez, and Lodgify. Keystone emphasizes tailored, done-for-you bookkeeping for businesses managing 1–200+ listings, provides case studies and testimonials from STR clients, and positions itself as a B2B service partner that helps property managers scale and streamline financial operations.
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11 - 50 employees
🤝 B2B
🏠 Real Estate
💸 Finance
B2B • Real Estate • Finance
Keystone Bookkeepers is a bookkeeping and accounting services firm focused on short-term rental (STR) property managers, co-hosts and small businesses. They offer month-end owner reports, expense categorization, trust accounting, bill pay, and vacation tax filing, and work with STR management platforms such as Guesty Pro, Hostaway, Hostfully, Hospitable, OwnerRez, and Lodgify. Keystone emphasizes tailored, done-for-you bookkeeping for businesses managing 1–200+ listings, provides case studies and testimonials from STR clients, and positions itself as a B2B service partner that helps property managers scale and streamline financial operations.
• Prepare, review, and file US vacation rental-related taxes, including sales tax, lodging tax, Transient Occupancy Tax (TOT), and other state and local short-term rental taxes • Ensure timely and accurate tax filings across multiple states, counties, and cities • Review rental income reports from Airbnb, VRBO, and property management systems • Assist with new client onboarding related to vacation rental tax compliance • Review work completed by junior tax associates and admins • Assist junior team members with questions, training, and ongoing support • Help maintain and improve tax workflows, SOPs, and compliance trackers • Communicate directly with US clients regarding tax filings, registrations, and notices • Respond to and resolve tax notices and inquiries from tax authorities • Perform other ad-hoc duties as required
• Proven experience in US vacation rental or short-term rental tax compliance • A minimum of 3 years of relevant tax experience, including 2 years in a leadership or team lead capacity • Strong knowledge of multi-state and local tax regulations • Proficiency in spreadsheets and cloud-based accounting or tax platforms • Strong analytical skills and meticulous attention to detail • Friendly demeanor – internally and externally • Professional experience working in a remote/virtual environment • Strong sense of urgency, deadline-driven, and highly organized • Exceptional written and verbal communication skills for effective client interaction • Preferred: Bachelor’s degree in Accounting, Finance, or related fields • Be available to work 8:00 AM – 5:00 PM EST • Observe PH Holidays
• Additional leave • Opportunities for promotion • Paid training • Work from home • Flexible, remote work environment • Competitive salary • Paid time off • Opportunity for professional growth through exposure to complex US tax compliance • A supportive and inclusive work environment
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