Overview We are seeking a Director of Finance & Analytics who can bridge finance and operations at Canopy by Hilton and Hilton Garden Inn Chicago. This leader will ensure that every major decision, from sales strategy to capital planning, is grounded in sound financial insight. You will design systems, deliver insights, and influence outcomes at every level, working closely with the General Manager, Director of Sales, Director of Revenue Management, department leaders, and ownership to put numbers to work in ways that improve profitability, guide smarter investments, and create lasting value. This is a career-defining opportunity to take full ownership of the financial function at a dual branded flagship urban hotel in Chicago’s Central Loop. This is not a back-office reporting role; it is a leadership position that combines technical rigor with clear communication, curiosity, and the ability to drive alignment across the business. What You Will Do Lead the hotel’s finance function with accuracy, accountability, and transparency. Build modern reporting systems and KPIs that give leaders clarity and confidence to act. Leverage technology and new tools (including analytics platforms and AI) to improve efficiency and generate forward-looking insights. Provide analysis that proactively highlights risks and opportunities. Work directly with property leadership to ensure financial thinking shapes everyday decisions, from product pricing (e.g., rooms, F&B) to staffing to capital planning. Educate, coach and challenge leaders outside of finance to raise the level of financial insight and discipline across the hotel. Partner with ownership to align financial strategy with long-term value creation. What Makes You the Right Fit Strong foundation in finance and accounting, paired with the ability to translate data into clear, actionable decisions. Excited by technology and eager to apply new tools to traditional finance challenges. Experience building or improving financial systems, not just maintaining existing ones. Direct communicator who values clarity and honesty in decision-making. Naturally curious and willing to ask “why” to uncover the real drivers of performance. Collaborative leader who can educate, coach, influence, and build trust across teams. Holds high standards for excellence and brings discipline to every challenge. Hospitality experience is welcome but not required; leadership capability, agility, and mindset are what we value most. What Success Looks Like Modern reporting packages with KPIs are implemented and widely adopted by the team. Property leaders consistently use financial insights in daily and strategic decisions. New technology and analytics tools are embraced to improve efficiency and decision-making. Forward-looking analysis leads to measurable improvements in revenue and cost. Ownership and property leadership view finance as a trusted, proactive partner. Compensation & Structure We offer a competitive total compensation package , including a base salary in the range of $110,000–$130,000 , performance-based incentives, and a comprehensive benefits program. This is a full-time role based in Chicago’s Central Loop, with hybrid flexibility. Property Information In the heart of Chicago’s Central Loop, the Canopy by Hilton and Hilton Garden Inn share a restored 1904 landmark, offering 350 guest rooms and suites that blend Canopy’s lifestyle energy with HGI’s trusted comfort. Opened in 2021, the dual-brand pairs modern design with historic character, welcoming both business and leisure travelers to one iconic downtown address. Steps from Willis Tower, Millennium Park, and the city’s top cultural and dining destinations, the hotels feature vibrant food & beverage venues, flexible meeting space, and a lively lobby hub connecting both brands under one roof making this property a flagship Hilton experience and a benchmark performer in one of North America’s most dynamic hotel markets.

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