Own sales, lodging, and hotel occupancy tax compliance for short-term rental properties across multiple jurisdictions. Responsibilities include registering and maintaining tax accounts, preparing and filing returns, remitting taxes, reconciling OTA collections, monitoring deadlines and rate changes, resolving discrepancies, responding to tax authorities, and maintaining accurate documentation. The role requires strong knowledge of sales tax nexus, multi-jurisdiction compliance, organization, communication, and proficiency with spreadsheets and filing systems.
Role Information:
RISE Collective manages sales tax, lodging tax, and hotel occupancy tax (HOT) compliance for STR properties across multiple companies and dozens of jurisdictions. Each property can carry its own registration, filing frequency, and rate, and OTA platforms collect some of those taxes on our behalf and remit others back to us. Keeping that straight is the job.
This role talks directly to county and state revenue offices, to homeowners, and to our internal accounting team. If you like untangling jurisdictional rules and running a clean calendar, you will do well here.
This is a high-ownership role for someone who is comfortable managing tax compliance across a large number of accounts and jurisdictions while keeping filings, registrations, documentation, and deadlines organized and accurate.
Compensation:
By six months: onboarding and offboarding a property's tax accounts is a documented process you own, open notices are cleared, and OTA collections reconcile cleanly to what we remit.
Key Responsibilities:
Skills, Knowledge and Expertise
What we’re looking for:
Benefits:
About
We specialize in delivering innovative solutions and exceptional services to meet the diverse needs of our clients. With a strong commitment to quality and customer satisfaction, we strive to exceed expectations and drive success in every project we undertake.
Title: Sales Tax Compliance Specialist
Location: Remote, U.S.-based, with a preference for candidates located in Tampa, Florida
Department: Finance
Company: Rise Collective
https://rise-collective.com/
Role Overview:https://rise-collective.com/
You will own the full lifecycle of our short-term rental tax accounts, onboarding new properties, filing returns, and keeping every state, county, and town account current.
RISE Collective manages sales tax, lodging tax, and hotel occupancy tax (HOT) compliance for STR properties across multiple companies and dozens of jurisdictions. Each property can carry its own registration, filing frequency, and rate, and OTA platforms collect some of those taxes on our behalf and remit others back to us. Keeping that straight is the job.
This role talks directly to county and state revenue offices, to homeowners, and to our internal accounting team. If you like untangling jurisdictional rules and running a clean calendar, you will do well here.
This is a high-ownership role for someone who is comfortable managing tax compliance across a large number of accounts and jurisdictions while keeping filings, registrations, documentation, and deadlines organized and accurate.
Compensation:
- $65,000/year
In your first 90 days: you know every jurisdiction we file in, you have verified the filing calendar against each account's actual frequency, and no return has gone out late. You have also built a strong understanding of how taxes are being collected and remitted across the portfolio and can identify and help resolve discrepancies when they arise.
By six months: onboarding and offboarding a property's tax accounts is a documented process you own, open notices are cleared, and OTA collections reconcile cleanly to what we remit.
This is a seat with real ownership. You are not one filer on a large tax team, you are the person who makes sure a growing STR portfolio stays compliant in every market it operates in.
Key Responsibilities:
Registrations and account maintenance
- Add and remove properties from tax accounts as they come on and off management, across state, county, and town jurisdictions
- Establish and maintain sales tax registrations, permits, and accounts across applicable jurisdictions
- Communicate with county and state revenue offices to maintain registrations, resolve account issues, and respond to notices, discrepancies, and information requests
- Monitor tax rate changes and new jurisdictional filing requirements, and update our records accordingly
- Maintain accurate documentation of account status, registrations, filing requirements, and jurisdiction-specific information
Filing and reconciliation
- Prepare and file sales tax and lodging/HOT returns on monthly, quarterly, and annual cycles
- File and remit taxes accurately and on time across multiple state and local jurisdictions
- Pull and review tax reports to confirm filings, payments, and collections are accurate and complete
- Audit OTA tax collection (Airbnb, Vrbo, Booking.com) to confirm the correct tax is collected and remitted for each jurisdiction
- Research and resolve discrepancies between tax collected, reported, filed, and remitted
- Apply an understanding of nexus requirements and taxable transactions when reviewing tax obligations across jurisdictions
Systems and communication
- Maintain the tax filing calendar, tracking systems, jurisdiction logins, filing frequencies, and account documentation
- Maintain clear and consistent records so filing history, account status, deadlines, and supporting documentation are easy to track
- Keep internal teams and homeowners informed on the status of their tax accounts and filings
- Communicate clearly and professionally with tax authorities, homeowners, and internal stakeholders regarding registrations, filings, notices, and outstanding items
Skills, Knowledge and Expertise
What we’re looking for:
- Hands-on experience preparing, filing, and remitting sales tax returns for business clients
- Experience managing a high-volume portfolio of sales tax accounts, clients, or entities
- Strong understanding of sales tax nexus requirements and taxable transactions
- Experience working across multiple state and/or local tax jurisdictions
- Hands-on experience with sales tax, lodging tax, hotel occupancy tax (HOT), or transient occupancy tax compliance
- Experience establishing or maintaining sales tax registrations and permits on behalf of businesses or clients
- Comfort managing high volumes of detail across many jurisdictions and accounts at once
- Strong written and verbal communication — you will be on the phone with revenue offices and emailing homeowners directly
- Proficiency in Excel or Google Sheets, and the confidence to learn new filing portals and software quickly
- Highly organized and deadline-driven, with a track record of owning a process end to end
- Strong attention to detail and a track record of accurate, timely filings and recordkeeping
Nice to Have
- Sales tax compliance experience within an accounting firm, tax firm, or similar client-service environment
- Short-term rental or property management industry experience
- Experience with lodging tax, hotel occupancy tax (HOT), transient occupancy tax, or similar hospitality-related taxes
- Familiarity with OTA tax collection and remittance mechanics (Airbnb, Vrbo, Booking.com)
- Experience with multi-entity compliance across several operating companies
- Experience responding to tax notices, account discrepancies, or information requests from state and local revenue authorities
- Familiarity with Microsoft Office and SharePoint
Benefits:
Our benefits package includes:
- Paid Time Off (PTO) / Vacation: 15 days
- Personal Days: 2 days
- Sick leave: 8 days
- Holidays paid: 6 days (New Year's Day, Memorial Day, 4th of July, Labor Day, Thanksgiving Day and Christmas Day)
Rise Collective contributes $250 towards health insurance for the employee. We also have different insurance plans that you can enrol into depending on your circumstances. We offer vision, dental, and various life insurance plans as well.
About
We specialize in delivering innovative solutions and exceptional services to meet the diverse needs of our clients. With a strong commitment to quality and customer satisfaction, we strive to exceed expectations and drive success in every project we undertake.
Similar Jobs
Digital Media • Information Technology • News + Entertainment
Develops territories and drives sales of Comcast Business managed solutions to mid-market and enterprise customers. Generates leads, builds strategic partnerships, delivers sales presentations, negotiates contracts, and manages customer relationships to achieve revenue and retention targets. Requires knowledge of networking and cybersecurity technologies, strong prospecting and presentation skills, accurate sales reporting, independent judgment, and flexibility to work variable schedules.
Top Skills:
Business ContinuityCustomer Premise EquipmentCybersecurityDisaster RecoveryEthernetInternet TechnologiesLanManNetwork DesignNetwork SecurityNetworking ProtocolsSd-WanVoipVpnWanWdm
Healthtech • Software
Lead executive relationships with large health plan clients, own strategic account plans, identify and close expansion opportunities, drive cross-functional collaboration, advocate client priorities internally, and ensure successful delivery and exceptional client outcomes.
Artificial Intelligence • Cloud • Computer Vision • Hardware • Internet of Things • Software
Lead firmware and full-stack development for edge AI safety products, spanning embedded systems, Go backend services, and web or mobile surfaces. Own features from customer problem through fleet-scale deployment, establish architecture, optimize AI algorithms for constrained devices, partner with hardware and cross-functional teams, mentor engineers, and deliver high-impact products across more than one million connected devices.
Top Skills:
C/C++Camera SystemsComputer VisionEdge AiEmbedded SystemsFirmwareGoIotKernel DriversMachine Learning ModelsMultimedia FrameworksPythonReal-Time SystemsVideo Codecs
What you need to know about the Chicago Tech Scene
With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.
Key Facts About Chicago Tech
- Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
- Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
- Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
- Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory
