Director of Finance – The Inn at Perry Cabin (St. Michaels, MD)

Luxury Waterfront Resort | Eastern Shore of Maryland

As Director of Finance, you will serve as a strategic partner to the General Manager and Executive Committee, overseeing all financial operations of the resort. You will ensure strong fiscal performance by leading budgeting, forecasting, reporting, and compliance while driving profitability across multiple revenue streams including rooms, spa, F&B outlets, banquets, and golf. With a team of three supporting associates, you will own the P&L and serve as a trusted advisor to both property leadership and ownership, ensuring financial transparency and operational excellence.

• Lead all accounting and financial operations for the resort, including P&L ownership, month-end close, budgeting/forecasting, cash management, audits, internal controls, and ownership reporting.

• Manage and develop a finance team of three (A/P, A/R, Payroll), fostering professional growth and accountability.

• Ensure accurate and timely preparation of all financial reports, including monthly P&L, balance sheet reconciliations, forecasts, and ownership communications.

• Establish and maintain strong internal controls across all operational areas: rooms, F&B, banquets, spa, golf, retail, purchasing, and payroll.

• Partner with the GM and department heads to align financial planning with operational goals, ensuring profitability while maintaining luxury service standards.

• Serve as a key member of the Executive Committee, contributing financial insights to guide business decisions and long-term strategy.

• Collaborate with Pyramid’s Regional Director of Finance and corporate teams to uphold compliance with GAAP, FLSA, and Pyramid SOPs, as well as state and local financial regulations.

• Support ownership relations through accurate, transparent reporting and proactive communication on financial performance.

• Bachelor’s degree in Accounting, Finance, or Business Administration required; CPA preferred.

• Minimum of 4 years of progressive hospitality finance experience, with at least 1 year in a Director of Finance/Controller role at a luxury resort or full-service hotel.

• Proven ability to manage financial operations across multi-outlet departments (F&B, banquets, spa, golf, retail).

• Strong knowledge of hotel systems (PMS, POS, and back-office platforms) and advanced Excel skills.

• Exceptional communication, analytical, and leadership skills, with the ability to influence cross-functional teams.

• Hands-on, collaborative leader with a focus on mentorship, team development, and continuous process improvement.

• Ability to balance ownership expectations with property needs in a fast-paced, guest-centric environment.

 

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