Sr. Accountant; Vacation Rental

Howard Financial is a tech-forward outsourced accounting and finance firm founded in 2023, delivering full-cycle accounting, controllership, and advisory services to clients across four verticals:
Vacation Rental, Hospitality, Consumer & E-Commerce, and Development & Real Estate. We build lean, high-performing finance teams for our clients and pair them with modern tools and streamlined processes - no legacy bureaucracy, no bloated hierarchies.

We're hiring a Senior Accountant to support one or more Vacation Rental clients, owning month-end close, reconciliations, and reporting for property-level and portfolio-level financials. This role sits above day-to-day bookkeeping and below Controller: you'll independently manage the close cycle, review the work of junior team members, and be the point of escalation for accounting judgment calls - while a Controller or Sr.

Controller sets overall strategy for the account.

• Own full-cycle month-end close for one or more Vacation Rental accounts, including journal entries, accruals, and account reconciliations.
• Reconcile owner statements, trust/escrow accounts, and property-level revenue against PMS data (e.g., Guesty, Streamline, Track, Hostaway).
• Review and mentor Bookkeepers/Accountants on the account, ensuring accuracy before work is escalated or finalized.
• Prepare and analyze financial statements (P&L, balance sheet) at the property and portfolio level for client and internal review.
• Manage AP/AR cycles as needed, including vendor and owner payment coordination through tools like Ramp or
• Identify and resolve discrepancies in booking, occupancy, and revenue data flowing from PMS into the general ledger.
• Support budgeting, forecasting, and variance analysis for client portfolios.
• Maintain and improve documentation of accounting procedures specific to the vacation rental revenue cycle (management fees, cleaning fees, owner payouts, channel commissions).
• Partner directly with the Controller/Sr. Controller on the account and communicate proactively with client-side stakeholders.

• 3-5+ years of progressive accounting experience, including at least 1-2 years at a Senior Accountant level or equivalent scope.
• Hands-on experience in Vacation Rental, Short-Term Rental, or Property Management accounting - trust accounting exposure is strongly preferred.
• Solid working knowledge of US GAAP.
• Demonstrated ownership of full month-end close, not just transactional entry.
• Experience reconciling high-volume, multi-property transaction data (bookings, fees, owner disbursements).
• Strong Excel/Google Sheets skills (pivot tables, lookups, reconciliation workbooks).
• Comfortable working across multiple client accounts or entities simultaneously.
• Professional written and spoken English, given daily client-facing communication.

• Direct experience with Guesty, Streamline, Track, Hostaway, or similar vacation rental PMS platforms.
• Experience with Ramp, , or Quick Books Online.
• Background at a vacation rental operator, property manager, or outsourced accounting firm serving that space (e.g., Vacasa, Evolve, Sonder, Awning, Ximplifi, Accounting Prose, Verdant).
• Exposure to multi-entity or multi-client accounting environments.
• CPA in progress or completed (not required).

• Their experience is purely transactional bookkeeping with no ownership of close or reconciliations.
• They have no exposure to high-volume, multi-property or multi-entity data.
• They're looking for a purely back-office role with no client-facing communication.

• 100% remote work with a US-based, fast-growing firm.
• Exposure to multiple clients and business models within one of the most dynamic segments of hospitality.
• A flat, modern team structure - direct access to Controllers and leadership, no red tape.
• Competitive compensation in USD.
• Room to grow into Controller-level scope as the firm and your account expand.