Director, Digital Portfolio Management – Chief of Staff

The Leading Hotels of the World

. Lead governance and strategic planning for the Digital portfolio .

Posted 9/25/2026full-timeNew York City • New York • United StatesLead💰 $165,000 - $190,000 per yearWebsite

About the role

Key responsibilities & impact

Lead governance and strategic planning for the Digital portfolio
Own portfolio management practices, including intake, prioritization, investment planning, governance, performance visibility, and executive decision support
Provide leadership with integrated visibility into portfolio health, investment priorities, delivery progress, risks, dependencies, resources, and performance
Guide portfolio-level trade-offs and recommendations across competing priorities
Oversee governance and delivery coordination for high-priority Digital initiatives
Establish accountability, decision paths, escalation mechanisms, and executive visibility
Identify and help resolve strategic delivery risks, cross-functional dependencies, resource constraints, and organizational issues
Strengthen project and portfolio management practices to improve delivery predictability, accountability, and organizational delivery maturity
Establish performance management and executive reporting practices
Partner with Finance and Digital leadership on investment and budget planning
Lead Digital business operations and organizational planning, including resource and capacity planning and leadership planning cycles
Translate portfolio, delivery, financial, and performance information into executive insights and recommendations
Serve as the Chief Digital Officer’s operational partner
Lead executive operating rhythms, governance forums, leadership reviews, and management practices
Support strategic planning and executive communications through narratives, recommendations, presentations, and decision materials
Coordinate cross-functional decision-making and executive forums
Advise Digital leadership on organizational priorities, execution challenges, operating-model evolution, and capability development
Build partnerships across Digital, Data, IT, Finance, and business leadership
Drive continuous improvement across governance, portfolio management, business operations, and performance management
Lead, coach, and develop portfolio, project management, and performance management professionals
Build team and organizational capability through coaching, feedback, professional development, succession planning, and scalable management practices
Foster an inclusive, collaborative, high-performing culture

Requirements

What you’ll need

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
Strong analytical and financial acumen
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
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

Benefits

Comp & perks

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
Unlimited access to financial advisors
Collaborative and inclusive work environment