Portfolio Controller

Casa Collection PR; San Juan (PR); On-site; USD 120,000 - 180,000; Full time

Job summary

Casa Collection PR in San Juan, Puerto Rico, seeks a Portfolio Controller to lead the accounting and finance function across its multi-property hospitality portfolio. This hands-on role requires strong command of multi-entity accounting, hospitality reporting, and Puerto Rico tax compliance.

You will own the integrity of the books, supervise on-site staff, and partner with ownership and external CPAs on financial strategy, investor reporting, and growth initiatives.

Qualifications

• 5+ years of accounting experience with multi-entity and hospitality operations.
• Expertise in QuickBooks Online with multi-location/class tracking.
• Strong knowledge of USALI lodging accounting and accrual-based reporting.
• Experience with Puerto Rico tax compliance (Turismo, IVU, Hacienda) is required.
• Bilingual English and Spanish required.

Responsibilities

• Own intercompany accounting across multiple entities and reconcile intercompany balances.
• Lead monthly close and deliver consolidated USALI P&Ls and investor reports.
• Oversee revenue recognition across payment platforms (Cloudbeds, Stripe, OTA).
• Develop and monitor budgets and forecasts at portfolio level.
• Maintain internal controls and SOPs; coordinate audits and tax filings.
• Supervise on-site accounting staff and coordinate with CPAs.

Skills

Advanced Excel

Multi-entity accounting

Financial analysis

Leadership

Education

Bachelor's degree in Accounting/Finance

Tools

QuickBooks Online

Cloudbeds PMS

MarginEdge

Clover POS

Stripe

ADP Workforce Now

Job description

Casa Collection PR is a growing, multi-entity hospitality portfolio based in Puerto Rico. Our operations extend beyond our distinctive collection of boutique guest houses and hotels to include food and beverage, parking operations, and other hospitality-related business activities, with the portfolio structured across multiple LLCs.

Our properties are rooted in design, culture, and intentional hospitality. Each offers a distinct sense of place while sharing Casa Collection's commitment to thoughtful service and meaningful guest experiences.

From an operational perspective, Casa Collection is a dynamic and evolving hospitality organization with multiple revenue streams, entities, financial systems, and business units. As the portfolio continues to grow, we are building the financial and operational infrastructure needed to support both our existing businesses and future Casa Collection projects.

This environment requires a finance leader who can see beyond individual properties and understand the portfolio as a whole — connecting hospitality operations, food and beverage, ancillary businesses, ownership structures, and multiple entities into accurate, disciplined, and actionable financial reporting.

Role Description

The Portfolio Controller is a full-time, on-site leadership role based in San Juan, Puerto Rico, responsible for leading the accounting and finance function across Casa Collection's multi-property hospitality portfolio. This is a hands-on role requiring strong command of multi-entity accounting, hospitality financial reporting, and Puerto Rico tax compliance. The Portfolio Controller will own the integrity of the books across the portfolio, lead and develop the on-site accounting team, and partner directly with ownership and external CPAs on financial strategy, investor reporting, compliance, and continued growth.

Key responsibilities include:

• Own intercompany and inter-file accounting across multiple entities, including monthly reconciliations and settlement of intercompany balances.
• Oversee revenue recognition and reconcile property-level clearing accounts across Cloudbeds, Stripe, Airbnb, Clover, and other payment and OTA platforms.
• Reconcile Cloudbeds Guest and Deposit Ledgers to QuickBooks Online and ensure proper treatment of advance deposits and deferred revenue.
• Lead monthly close and deliver USALI P&Ls by property, consolidated and entity-level balance sheets, cash flow statements, and monthly investor property reports.
• Build and maintain annual and rolling budgets at the property and portfolio level, update forecasts monthly, and perform budget-to-actual and month-over-month variance analysis.
• Monitor financial performance and key expenses across the portfolio, including labor, OTA commissions, food and beverage costs, overhead, and restaurant KPIs.
• Develop property-level cash flow forecasts to support investor distributions, debt obligations, and operational planning.
• Maintain and continuously improve internal controls, accounting processes, documentation standards, and financial SOPs across all entities.
• Coordinate audits, tax filings, year-end reporting, business-license renewals, and investor equity adjustments with external CPAs and advisors.
• Supervise, train, and review the work of on-site accounting and bookkeeping staff, ensuring accuracy, proper documentation, reconciliations, and adherence to established procedures.
• Partner with ownership on profit-improvement initiatives, financial strategy, and the financial setup and planning of future Casa Collection properties and projects.

Qualifications

• 5+ years of accounting experience, including multi-entity and hospitality or multi-property hotel operations.
• Demonstrated expertise managing multiple balance sheets and P&Ls within QuickBooks Online using location/class tracking, with disciplined intercompany and inter-file accounting.
• Strong working knowledge of USALI lodging accounting, accrual accounting, and gross revenue recognition.
• Strong knowledge of Puerto Rico tax and regulatory compliance, including Turismo, IVU, Hacienda withholding, and Patente Municipal.
• Advanced QuickBooks Online experience required, including multi-location/class accounting and accrual-based financial reporting.
• Experience with hospitality and financial systems such as Cloudbeds PMS, ADP Workforce Now, MarginEdge, Clover POS, Stripe, Airbnb, Booking.com, Expedia, Agoda, and banking platforms is strongly preferred.
• Advanced Excel skills and ability to analyze financial performance, identify variances, and translate financial information into clear recommendations for leadership.
• Proven ability to lead and train accounting staff and develop accounting procedures and SOPs.
• Highly organized and detail-oriented, with the ability to manage multiple entities, properties, systems, and deadlines in a fast-paced entrepreneurial environment.
• Bilingual English and Spanish required.
• Bachelor's degree in Accounting, Finance, or a related field.