Director, Digital Portfolio Management & Chief of Staff

Position Overview

The Leading Hotels of the World is seeking a Director, Digital Portfolio Management & Chief of Staff to serve as a strategic and operational leader within our Digital organization. Partnering closely with the Chief Digital Officer and Digital leadership team, this role will help translate strategy into coordinated priorities, investment decisions, and measurable execution.

The Director will lead Digital portfolio management and governance, executive operations, strategic planning, performance management, and cross-functional coordination. By bringing together portfolio, delivery, financial, resource, and performance insights, this role will provide the visibility and decision support needed to manage Digital investments and maximize their value.

Working across Digital Experience, Platform Strategy, Solutions & Delivery, Digital Operations, Data, IT, Finance, and business teams, the Director will help connect strategy, investment, execution, and performance while supporting an effective, high-performing Digital organization.

This is a full-time position located in New York City. We offer flexible workplace policies that allow for working remotely 3 days a week and require being in our NYC office 2 days a week (Wednesdays and Thursdays).

Key Responsibilities

Digital Portfolio Strategy & Governance

- Lead governance and strategic planning for the Digital portfolio, ensuring investments are prioritized and sequenced based on enterprise priorities, business value, organizational capacity, and key dependencies.

- Own and evolve portfolio management practices, including intake, prioritization, investment planning, governance, performance visibility, and executive decision support.

- Provide leadership with an integrated view of portfolio health, investment priorities, delivery progress, risks, dependencies, resources, and performance.

- Guide portfolio-level trade-offs and recommendations across competing priorities to support informed investment, sequencing, and capacity decisions.

Delivery & Performance Management

- Oversee governance and delivery coordination for high-priority Digital initiatives, establishing clear accountability, decision paths, escalation mechanisms, and executive visibility.

- Identify and help resolve strategic delivery risks, cross-functional dependencies, resource constraints, and organizational issues affecting portfolio outcomes.

- Strengthen project and portfolio management practices to improve delivery predictability, accountability, and organizational delivery maturity.

- Establish performance management and executive reporting practices that measure portfolio performance, organizational effectiveness, investment progress, and business outcomes .

Business Operations & Investment Planning

- Partner with Finance and Digital leadership on investment and budget planning, providing portfolio-level visibility and coordination within a shared financial accountability model.

- Lead Digital business operations and organizational planning, including resource and capacity planning, operating priorities, leadership planning cycles, and cross-functional commitments.

- Translate portfolio, delivery, financial, and performance information into executive insights and recommendations that support planning, investment decisions, and portfolio optimization.

Chief of Staff & Executive Leadership Support

- Serve as the Chief Digital Officer’s operational partner, leading executive operating rhythms, governance forums, leadership reviews, and management practices.

- Support Digital strategic planning and executive communications through clear narratives, recommendations, presentations, and decision materials.

- Coordinate cross-functional decision-making and executive forums, ensuring decisions, accountabilities, dependencies, and follow-through are clearly established.

- Serve as a trusted advisor to Digital leadership on organizational priorities, execution challenges, operating-model evolution, and opportunities to strengthen Digital capabilities.

Cross-Functional Leadership & Continuous Improvement

- Build strong partnerships across Digital, Data, IT, Finance, and business leadership to align priorities, address enterprise dependencies, and enable execution of Digital strategy.

- Drive continuous improvement across Digital governance, portfolio management, business operations, and performance management to strengthen transparency, accountability, efficiency, and organizational effectiveness.

People Leadership

- Lead, coach, and develop portfolio, project management, and performance management professionals, establishing clear expectations, priorities, and accountability.

- Build team and organizational capability through coaching, feedback, professional development, succession planning, and scalable management practices.

- Empower team members to lead effectively across complex, cross-functional initiatives while maintaining appropriate governance and executive visibility.

- Foster an inclusive, collaborative, high-performing culture grounded in ownership, transparency, continuous learning, and shared accountability.

Experience & Qualifications

- 10+ years of progressive experience in enterprise portfolio management, PMO leadership, strategic planning, business operations, project or program governance, Digital transformation, consulting, or related leadership roles.

- Demonstrated experience leading enterprise or function-wide portfolio governance, investment planning, strategic initiatives, or complex cross-functional programs in matrixed organizations.

- Experience partnering directly with executive and senior leadership on strategic planning, investment decisions, governance, organizational effectiveness, and execution.

- Strong portfolio, program, and delivery leadership capabilities, including translating strategy into priorities, governance mechanisms, operating plans, and measurable outcomes.

- Strong analytical and financial acumen, with experience in executive reporting, performance measurement, resource planning, financial planning, investment analysis, and budget coordination.

- Ability to synthesize complex portfolio, financial, delivery, and performance information into clear executive recommendations, presentations, and decision materials.

- Demonstrated ability to navigate competing priorities, risks, dependencies, and resource constraints while facilitating complex decisions, influencing senior stakeholders, and aligning cross-functional teams.

- Experience building or maturing portfolio management, governance, project delivery, performance management, or business operations capabilities and leading organizational change.

- People leadership experience, including coaching and developing professionals, setting priorities and performance expectations, and building high-performing teams.

- Experience supporting Digital, technology, customer experience, or transformation organizations preferred.

- Hospitality, travel, luxury, membership, or other customer-centric industry experience is a plus.

Compensation

Annualized Salary Range: $165,000 - $190,000

Target Annual Incentive bonus: 20%

**Actual compensation within that range will be dependent upon the individual's skills and experience.

Benefits

The Leading Hotels of the World fosters a high-performance culture and generously rewards its employees for their contributions. Here is just a preview of the benefits we offer:

- 27 days of Paid Time Off (PTO), 11 paid holidays, including birthdays as a floating holiday

- Medical coverage available within the first month

- Health Savings Account (HSA) with Company contribution

- 401(k) company match up to 4% of salary

- Up to $500 for home office setup credit

- Up to $500 travel credit that supports and encourages our employees’ passion for travel

- Unlimited access to financial advisors Collaborative and inclusive work environment

About The Leading Hotels Of The World, Ltd. (LHW)

Comprised of more than 400 hotels in over 80 countries, LHW is the largest collection of independent luxury hotels. In 1928, 38 independent hoteliers came together to create LHW. Since then, the Company has carefully curated distinctive hotels, resorts, inns, chalets, villas, and safari camps from the snow-capped Alps of Europe to the African veldt, to share them with adventurous souls who seek the remarkably uncommon. The LHW community is filled of exceptional individuals, united by a passion for the surprising discoveries and details that come with every experience. LHW’s collection covers the globe and promises a broad range of destinations and uncommon experiences, enhanced by LHW’s tiered guest loyalty program Leaders Club. From converted former palaces, and countryside retreats run by the same families for generations, to gleaming skyscrapers in dynamic urban centers, serene private island escapes, glamorous tented camps - and beyond - explore, find inspiration, and experience unforgettable travel moments. For more information visit: www.lhw.com, Facebook at @LeadingHotels, Twitter at @LeadingHotels and Instagram @leadinghotelsoftheworld

LHW is an equal opportunity employer. LHW does not discriminate on the basis of religion, race, creed, color, national origin, sex, age, disability, handicap, veteran status, sexual orientation, genetic information or any other applicable legally protected category.