Sr Controller Vacation Rental Industry

Job Description

What You’ll Do

• Portfolio Leadership: Own the end-to-end financial reporting for a vertical of Short Term Rental clients, ensuring US GAAP compliance and institutional-grade accuracy.
• Team Management: Lead, mentor, and review the work of a remote team (Senior Accountants to Bookkeepers), fostering a culture of accountability and precision.
• Trust Accounting Oversight: Manage and reconcile complex "owner funds" and trust accounting structures—ensuring the separation of client funds is impeccable.
• Month-End Mastery: Drive a tight month-end close process, identifying and resolving discrepancies in PMS data (Streamline, Guesty, Track, etc.) vs. General Ledgers.
• Client-Facing Communication: Act as the strategic financial advisor for clients, explaining P&L variances, cash flow projections, and operational health.
• Process Scaling: Standardize workflows and implement internal controls as the vertical grows from 100 to 1,000+ properties.
• Audit & Compliance: Coordinate external audits and ensure that all tax, sales tax, and regulatory filings are supported by clean documentation.

Ideal Candidate

• 7–10+ years of experience in accounting/finance, with at least 3 years in a Controller or Senior Leadership role.
• Industry Expertise: Deep experience in Short Term Rentals (STR), Property Management, or Hospitality is a must.
• US GAAP Expert: Comprehensive knowledge of US GAAP and multi-entity consolidations.
• Master of Trust Accounting: You understand the nuances of managing funds on behalf of property owners.
• Client-Facing Professionalism: You can hold your own in a room (or Zoom) with CEOs and PE-investors.
• System Agnostic & Tech Savvy: Proficiency in QuickBooks Online, NetSuite, or Sage Intacct, and expert-level comfort with PMS tools, specifically Streamline, Guesty, Track, or Escapia.
• Ownership Mentality: You dont just find problems; you "chase" them until they are resolved.
• Native-level or Fully Fluent English: Exceptional written and verbal communication is non-negotiable.
• Nice to Have
• Prior experience in an accounting firm or BPO managing multi-client portfolios.
• Experience with institutional or Private Equity-backed hospitality clients.
• Advanced data visualization skills (PowerBI, Tableau, or advanced Excel).
• Why Howard?
• High-Level Complexity: Solve real-world financial puzzles for sophisticated US investment platforms.
• True Ownership: You are the "CEO of your vertical." We provide the platform; you provide the excellence.
• Rapid Scale: We are growing at record speed—your career path to Director is limited only by your performance.
• Transparent Culture: Clear expectations, clean scopes, and no "corporate fluff."

Job Details

About The Company

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