Complex Director of Finance

Company: Pyramid Chicago Management LLC
Location: Chicago
Posted on: February 18, 2026

Job Description:

Job Description Job Description Welcome to Pyramid Global Hospitality, where people come first. As a company that values its employees, Pyramid Global Hospitality is dedicated to creating a supportive and inclusive work environment that fosters diversity, growth, development, and wellbeing. Our commitment to a People First culture is reflected in our approach to employee development, employee benefits and our dedication to building meaningful relationships. Pyramid Global Hospitality offers a range of employment benefits, including comprehensive health insurance, retirement plans, and paid time off, as well as unique perks such as on-site wellness programs, local discounts, and employee rates on hotel stays. In addition, Pyramid Global Hospitality is committed to providing ongoing training and development opportunities to help our people build the skills and knowledge they need to advance their careers. Whether you are just starting out in the hospitality industry or are a seasoned professional, Pyramid Global Hospitality offers a supportive and collaborative work environment that encourages growth and fosters success, in over 230 properties worldwide. Join their team and experience the benefits of working for a company that values its employees and is committed to creating exceptional guest experiences. Check out this video for more information on our great company! About our property: Welcome to The Midland Hotel, a distinguished property in the Pyramid Global Hospitality portfolio. Located in the bustling heart of Chicago, Illinois, our hotel features 403 stylish guest rooms and 12,589 sq ft of versatile meeting space, creating an exceptional environment for both guests and employees. At The Midland Hotel, we pride ourselves on delivering outstanding service and creating memorable experiences. As a member of our team, you'll work in a dynamic and supportive setting, surrounded by the vibrant energy and iconic architecture of Chicago. We offer diverse positions across various departments, including guest services, food and beverage, housekeeping, spa and wellness, sales and marketing, and more. Joining our team means becoming part of a close-knit community that values teamwork, professionalism, and a passion for excellence. We provide comprehensive training programs to ensure our employees have the skills and knowledge needed to excel in their roles. If you are a dedicated and enthusiastic individual with a passion for hospitality, we invite you to explore the exciting career opportunities available at The MIdland Hotel. Take the first step towards a rewarding career by applying today. At Pyramid Global Hospitality, we are committed to caring for our team members by offering a comprehensive benefits package for full-time employees. Our benefits include medical insurance with employer contribution and vision, dental, life, pet, and accident insurance options. We also provide a 401(k) program with an employer match and immediate full vesting. In addition, employees enjoy paid time off and exclusive discounts across our portfolio of hotels. Join our team and experience the support, flexibility, and benefits that help you thrive both professionally and personally. What you will have an opportunity to do: 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. Key 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 What are we looking for? 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 CPA or MBA a plus Experience working directly with ownership and asset management groups ZR250 Compensation: $170,000 - $180,000 Pyramid Global Hospitality is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. Actual compensation packages are based on a wide array of factors unique to each candidate, including but not limited to skill set, years & depth of experience, certifications and specific office location. This may differ in other locations due to cost of labor considerations.

Keywords: Pyramid Chicago Management LLC, Des Plaines , Complex Director of Finance, Accounting, Auditing , Chicago, Illinois