Senior Director Feasibility & Investment Analysis
***This role is based at our corporate office in McLean, VA***
This is your opportunity to join Hilton's Feasibility & Investment Analysis team, a strategic partner at the forefront of our growth. We evaluate and underwrite development and investment opportunities across our brands, providing the market insights, financial rigor, and strategic recommendations that enable Hilton to expand thoughtfully, deploy capital effectively, and drive long-term value creation.
What will I be doing?
Reporting to the Vice President, Global Feasibility & Investment Analysis, you will lead the Feasibility and Investment Analysis function across the United States, Canada, and the Caribbean & Latin America (CALA), overseeing a team responsible for underwriting and evaluating hotel development opportunities across Hilton's portfolio of brands.
You will manage, mentor, and develop a high-performing team, ensuring disciplined underwriting standards, analytical rigor, and high-quality executive deliverables while prioritizing resources across a dynamic pipeline.
You will also oversee complex, high-impact transactions and serve as a trusted advisor to Development leadership, providing market intelligence, financial analysis, and risk assessment to support informed investment decisions aligned with Hilton's growth strategy.
Your leadership will shape underwriting standards, strengthen team capabilities, and directly influence Hilton's Americas development trajectory.
Your responsibilities will also include:
- Leading comprehensive market and site feasibility analyses across diverse geographies and brand segments.
- Developing and overseeing complex financial models, including DCF, IRR, NPV, payback, and sensitivity analyses across multiple deal structures.
- Assessing management and franchise agreement economics, fee structures, performance tests, incentive arrangements, and owner return metrics, including financial evaluation of contract retention, renewals, and extension scenarios.
- Preparing executive-level investment memoranda and presenting recommendations to senior leadership and governance committees.
- Supporting negotiations with owners and partners by providing financial insight and scenario analysis.
- Driving continuous improvement in underwriting standards, modeling consistency, and analytical methodologies.
- Leading, mentoring, and developing team members within the feasibility function.
How you will collaborate with others:
- Partner closely with Americas Development leaders to evaluate and prioritize pipeline opportunities.
- Work cross-functionally with Brand, Finance, Operations, and Legal teams to ensure underwriting assumptions reflect operational realities and brand positioning.
- Align with regional CALA leadership on cross-border considerations, and market-specific risks.
- Engage with executive stakeholders to translate complex analysis into clear, strategic recommendations.
- Foster alignment across a matrixed organization to ensure disciplined, enterprise-wide decision-making.
What initiatives you will take ownership of:
- Further advancing best-in-class feasibility and underwriting standards across the Americas region.
- Enhancing risk assessment frameworks and scenario planning to support informed growth decisions.
- Driving consistency in financial modeling and analytical reporting across markets.
- Identifying whitespace opportunities and emerging market trends to support strategic brand expansion.
- Strengthening analytical capabilities and talent development within the feasibility team.
- Supporting long-range development planning and enterprise growth targets.
What are we looking for?
Success will demonstrate itself through the following attributes and skills:
- Strong strategic and commercial judgment with a disciplined investment mindset.
- Deep analytical capability and intellectual rigor.
- Ability to translate complex quantitative data into actionable business insights.
- Executive presence and confidence presenting to senior leadership.
- Ability to influence across functions without direct authority.
- High level of ownership, accountability, and attention to detail.
- Comfort operating in a fast-paced, high-growth, and matrixed environment.
- Strong leadership and mentoring capabilities.
To fulfill this role successfully, you must possess the following minimum qualifications and experience:
- Bachelor's degree in Finance, Real Estate, Economics, Hospitality, or related field.
- Eight (8)+ years of progressive experience in hospitality feasibility, real estate investment analysis, development underwriting, or advisory, with a strong understanding of hotel operating metrics and financial modeling.
- Demonstrated experience leading and managing high-performing analytical teams, including coaching, mentoring, and performance management.
- Experience evaluating management and/or franchise agreement structures.
- Demonstrated experience presenting complex analysis to senior leadership.
It would be useful in this position for you to demonstrate the following capabilities and distinctions:
- MBA or advanced degree in Finance, Real Estate, or related discipline.
- Experience underwriting cross-border transactions and familiarity with CALA markets.
- Experience working within a global, matrixed organization.
- Exposure to capital markets, joint ventures, or strategic investment structures.
What is it like working for Hilton?
Hilton is proud to support the mental and physical wellbeing of all Team Members so they can Thrive personally and professionally in a diverse and inclusive environment, thanks to our benefits such as the Go Hilton travel program, employee stock purchase program, and paid time off including parental leave.
Hilton, the #1 World's Best Workplace, is a leading global hospitality company with a diverse portfolio of world-class brands. Dedicated to filling the earth with the light and warmth of hospitality, we have welcomed more than 3 billion guests in our more than 100-year history. Hilton is proud to have an award-winning workplace culture and we are consistently named among one of the World’s Best Workplaces. Check out the Hilton Careers blog and Instagram to learn more about what it’s like to be on Team Hilton!
We provide reasonable accommodations to qualified persons with disabilities to perform the essential functions of the position and provide other benefits and privileges of employment in accordance with applicable law. Please contact us if you require an accommodation during the application process.
