Complex Director of Finance

Pyramid Global Hospitality • Chicago, IL

13d • $170,000 - $180,000

About The Position

The Complex Director of Finance is a strategic financial leader responsible for overseeing all accounting and financial operations for The Midland Hotel and The Wade Hotel. This role serves as a key business partner to the General Managers and ownership, providing financial leadership that drives profitability, ensures strong controls, and supports long-term asset value. The ideal candidate brings strong hospitality financial acumen, experience in complex or multi-property environments, and the ability to balance hands-on operational leadership with strategic financial planning.

Requirements

• Bachelor’s degree in Accounting, Finance, or related field
• Minimum 5–7 years of progressive hotel finance experience
• Prior experience as a Director of Finance or Assistant Director of Finance in a full-service hotel
• Strong understanding of hotel operations and financial drivers
• Proven ability to lead teams and partner cross-functionally
• Advanced proficiency in Excel and financial reporting systems
• Multi-property or complex hotel experience
• Experience with branded full-service or lifestyle hotels

Nice To Haves

• CPA or MBA a plus
• Experience working directly with ownership and asset management groups

Responsibilities

• Serve as the primary financial advisor to the General Managers and ownership for both properties
• Lead the annual budget, reforecast, and long-range planning processes
• Analyze financial performance, trends, and variances; provide actionable insights and recommendations
• Support asset management objectives by driving NOI, cash flow, and EBITDA performance
• Participate in capital planning, ROI analysis, and owner reporting
• Oversee all accounting functions including: General ledger, Accounts payable and receivable, Payroll coordination, Cash management, Balance sheet reconciliation
• Ensure timely and accurate monthly, quarterly, and annual financial statements
• Maintain compliance with GAAP, brand standards, management company policies, and ownership requirements
• Establish and enforce strong internal controls and audit readiness
• Manage external audits, tax filings, and lender reporting as required
• Collaborate closely with Operations, Sales, HR, and Revenue Management to support business decisions
• Provide financial guidance on labor management, purchasing, inventory, and expense controls
• Support pricing strategies, group profitability analysis, and margin optimization
• Translate financial data into clear, operationally relevant insights for department leaders
• Lead, mentor, and develop the accounting teams across both hotels
• Establish clear expectations, workflows, and performance standards
• Build bench strength through training, coaching, and succession planning
• Foster a culture of accountability, accuracy, and continuous improvement
• Ensure effective use of hotel financial systems (e.g., ERP, POS, labor, purchasing systems)
• Identify and implement process improvements to increase efficiency and accuracy
• Partner with corporate/shared services where applicable to streamline workflows

Benefits

• comprehensive benefits package for full-time employees
• medical insurance with employer contribution and vision, dental, life, pet, and accident insurance options
• 401(k) program with an employer match and immediate full vesting
• paid time off
• exclusive discounts across our portfolio of hotels

What This Job Offers

• Job Type: Full-time
• Career Level: Director