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).

Role Summary
Howard is seeking an experienced Bookkeeper with a strong background in vacation rentals. This role requires excellent attention to detail, accurate record-keeping, and the ability to manage recurring workflows in a fast-paced environment.

Key Responsibilities
● Record and maintain daily financial transactions, including journal entries and account reconciliations
● Reconcile bank accounts, POS sales, cash deposits, credit card batches, and delivery platform payouts
● Assist with Accounts Payable/Accounts Receivable functions, including vendor bill entry, payment processing, and customer invoicing
● Perform vendor reconciliations and review invoices for accuracy
● Support inventory tracking and basic cost analysis (COGS, labor summaries, etc.)
● Assist with monthly close tasks, including preparing account schedules and updating financial records
● Prepare sales tax support and assist with vacation rentals-related filings
● Maintain organized and accurate financial documents for client accounts
● Provide support for audits and other accounting projects as assigned

Qualifications
● 1–2+ years of bookkeeping or accounting experience vacation rentals bookkeeping strongly preferred
● Understanding of hospitality workflows (POS reports, cash handling, inventory, labor reporting)
● Experience with accounting systems such as QuickBooks, R365, or Sage Intacct
● Familiarity with POS platforms (Toast, Micros, Aloha, etc.)
● Strong Excel skills and excellent attention to detail
● Good communication skills and ability to manage recurring deadlines
● English proficiency (B2)

Preferred
● Experience supporting multi-unit short term rentals
● Associate’s or Bachelor’s Degree in Accounting, Finance, Business Administration, or equivalent experience

Howard

Open Positions (1)

Finance

[V6] Bookkeeper (Vacation Rentals Industry)