Controller, Accounting, Bookkeeper​/ Accounting Clerk

COMPANY OVERVIEW

Howard Financial is a full‑service back‑office solution for companies and entities 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 90 professionals supports ~65 clients across a diverse range of industries. We recently reached $5M of contracted ARR and are growing rapidly (over 150% MRR growth YTD).

Howard Financial is seeking a detail‑oriented and reliable Controller to join our team remotely. In this role, you’ll be responsible for maintaining the accuracy and integrity of our vacation‑rental clients’ financial records while ensuring compliance with industry standards. You’ll work systematically to manage month‑end processes, reconciliations, and financial reporting, while supporting our clients through careful onboarding and customized accounting solutions. This position is ideal for someone who values precision, consistency, and building dependable systems that our clients can trust.

• Lead and support client onboarding, ensuring accurate and efficient setup of accounting systems
• Customize and streamline accounting workflows tailored to each vacation rental client
• Manage and review financial statements, reconciliations, and month‑end close
• Work with vacation rental platforms (e.g., PMS, channel managers, trust accounting systems)
• Ensure compliance with industry‑specific accounting standards and best practices
• Identify process improvements and implement scalable accounting solutions
• Collaborate with internal teams to improve efficiency and client experience
• Serve as a subject‑matter expert for vacation rental accounting

• 1+ years vacation rentals accounting experience
• Familiarity with various PMS systems (Guesty, Streamline, Track or similar)
• Trust accounting
• Home owner statement experience

Monthly, $6000 - $6500

Opportunity to earn more through bonus

• Paid time off such as PTO, sick days, and vacation days

9-5 EST