Howard Financial is a full-service back-office solution for high-growth companies with bookkeeping, payroll, and bespoke reporting needs that require accuracy, timeliness, and institutional-quality reporting without the burden of full-time staff. We are an experienced team of bookkeepers and administrators with multiple decades of combined experience across industries allowing companies to focus on their core business while we handle the rest. 

Founded in 2023, our team of ~100 professionals supports ~75 clients across a diverse range of industries. We recently reached $6M of contracted ARR and are growing rapidly (over 200% LTM growth).

About the Role

We are looking for a detail-oriented and proactive Sales & Occupancy Tax Analyst to join our team and support our growing Sales & Occupancy Tax function.

In this role, you will take full ownership of tax compliance for our hospitality and short-term rental operations. This is a fantastic opportunity for someone with a strong background in lodging tax structures who thrives in a fast-paced environment and enjoys bridging the gap between complex financial data and client satisfaction.

Key Responsibilities

• Tax Filing & Compliance: Prepare, verify, and file multi-jurisdictional sales, occupancy, and lodging tax returns accurately and on time.
• Data Analysis & Calculation: Perform precise tax calculations based on reservation-level data, including accommodation fares, cleaning fees, and other taxable components.
• Reconciliation: Reconcile transaction data across Property Management Systems (PMS), tax software reports, and internal financial records to ensure 100% accuracy.
• Calendar Management: Maintain and manage tight tax compliance calendars and ensure timely remittances to avoid penalties.
• Agency & Jurisdiction Communication: Act as the primary point of contact for state and local tax authorities, handling notices, audits, and inquiries directly.
• Reporting: Build, maintain, and improve structured tax reports for both internal leadership and client use.
• Client Advisory: Work closely with clients to understand their operational setup, aligning their business model with specific tax requirements.

Requirements & Qualifications

• Experience: Minimum of 3 years of hands-on experience in the hospitality, lodging, or short-term rental industry, specifically focused on sales and occupancy tax compliance.
• Industry Knowledge: Deep understanding of the unique nuances of short-term rental and property management tax structures.
• Tech Stack: * Proven experience with Property Management Systems (PMS) like Streamline, Guesty, or similar platforms.
• Hands-on experience with tax automation and ERP tools such as Avalara MyLodgeTax and NetSuite is highly valued.
• Advanced Excel skills for data reconciliation and analysis.

Soft Skills:

• High degree of ownership, accountability, and attention to detail.
• Ability to operate effectively under tight, recurring monthly deadlines.
• Strong communication skills to manage relations with both tax authorities and clients.

Why Howard Financial (What We Offer)

100% Remote & Flexible: Work from anywhere in LATAM or Europe on a schedule that respects your delivery and autonomy.

Merit-Based Growth: We operate with a flat, pod-based structure. Promotions and opportunities here are strictly earned by impact, not scheduled by tenure.

Performance Incentives: All team members are eligible for quarterly performance-based bonuses linked to the excellence and health of their portfolio.