Director, Chief of Staff – Technology

Our vision

We are a global team of memory makers, collaborators, industry leaders, innovators and so much more.  We believe amazing vacations and experiences start with teams as diverse as the customers and communities we serve.  At Hilton Grand Vacations, your future is bright!

The role

The Director of IT Operational Planning will serve as a strategic and operational partner to the CTO and executive leadership team, driving execution across cross-functional initiatives. This role is ideal for someone with a strong operational mindset, project management discipline, and the ability to synthesize data into actionable insights using Excel and PowerPoint.

Key responsibilities

• Oversee day-to-day execution of strategic initiatives, ensuring alignment with organizational goals and timely delivery of key milestones. Act as a force multiplier for the CTO by managing follow-ups, tracking KPIs, and resolving blockers.
• Lead or support planning and execution of high-priority projects. Develop and maintain project plans, timelines, and stakeholder communications. Coordinate across departments to ensure accountability and progress.
• Build and maintain Excel-based dashboards to track operational performance, productivity, and strategic alignment. Use Excel to consolidate data, create visualizations, and support executive decision-making.
• Prepare briefing materials, agendas, and follow-ups for executive meetings. Ensure that leadership is equipped with the right data and context to make informed decisions.
• Facilitate collaboration across departments, ensuring that initiatives are well-coordinated and that dependencies are managed proactively.

Why do Team Members Like Working for us?

Excellent health care options (medical, dental, and vision that encourage preventative care – that start on day 1!).

Outstanding Paid Time Off (PTO) that allows for adventure, rest, relaxation or recuperation.

All new Team Members are automatically enrolled in the HGV Retirement Savings Plan.

Our Go Hilton Team Member Travel Program offers accommodations at deeply discounted rates and 50% off at participating hotel-operated restaurants. Pass the savings on since HGV allows you to share additional discounted room nights.

Job details

• Full-time
• Hybrid - Orlando, FL

Key skills

• Proficiency in Excel, including pivot tables, charts, and dashboard creation.
• Strong organizational and communication skills.
• Strong executive presence, stakeholder management, and cross-functional influence skills are essential. 
• Ability to manage multiple priorities in a fast-paced environment.
• Experience working with executive leadership and cross-functional teams.
• Proficiency in PowerPoint for executive-level presentations.
• PMP or similar certification is a plus.

Experience required 

• BA/BS/bachelor’s degree
• 10+ years in operations, project management, or strategic planning roles.

• Chief of Staff experience required, including direct support to the senior technology executive team. 

  
  

We will ensure that individuals with disabilities are provided reasonable accommodation to participate in the job application or interview process, to perform essential job functions, and to receive other benefits and privileges of employment. Please contact us to request accommodation.

Key responsibilities

• Oversee day-to-day execution of strategic initiatives, ensuring alignment with organizational goals and timely delivery of key milestones. Act as a force multiplier for the CTO by managing follow-ups, tracking KPIs, and resolving blockers.
• Lead or support planning and execution of high-priority projects. Develop and maintain project plans, timelines, and stakeholder communications. Coordinate across departments to ensure accountability and progress.
• Build and maintain Excel-based dashboards to track operational performance, productivity, and strategic alignment. Use Excel to consolidate data, create visualizations, and support executive decision-making.
• Prepare briefing materials, agendas, and follow-ups for executive meetings. Ensure that leadership is equipped with the right data and context to make informed decisions.
• Facilitate collaboration across departments, ensuring that initiatives are well-coordinated and that dependencies are managed proactively.

Key skills

• Proficiency in Excel, including pivot tables, charts, and dashboard creation.
• Strong organizational and communication skills.
• Strong executive presence, stakeholder management, and cross-functional influence skills are essential. 
• Ability to manage multiple priorities in a fast-paced environment.
• Experience working with executive leadership and cross-functional teams.
• Proficiency in PowerPoint for executive-level presentations.
• PMP or similar certification is a plus.

Experience required 

• BA/BS/bachelor’s degree
• 10+ years in operations, project management, or strategic planning roles.
• Chief of Staff experience required, including direct support to the senior technology executive team. 

What makes Hilton Grand Vacations unique?

There’s nothing more rewarding than creating lifelong memories, for yourself and for others. And that’s what you’ll do with us. Through our inclusive culture of belonging, we value and celebrate the uniqueness of every individual who makes us who we are and is part of our amazing global community of more than 14,000 Team Members. They are the talented and brilliant people who deliver memorable experiences for our Members and Guests every single day through their commitment and passion for who we are and what we do. As an award-winning workplace, we pride ourselves on the positive impact we make in our industry and in the communities where we live and work. And we’re dedicated to recognizing, rewarding and supporting every achievement, however big or small. It’s all part of making incredible memories, together.

Find your path in a career that really matters, where you’ll truly belong. Join our growing, innovation-driven team today.

Play a key role in leading our industry by joining a diverse team of driven professionals. Each corporate Team Member fulfills an integral role, bringing creative innovations and progressive leadership to our global business initiatives. We offer corporate opportunities to match every type of expertise, from information technology, to development, to legal. Every area of our corporate environment reflects the warmth and openness that only the hospitality industry can provide, while demonstrating our commitment to delivering world-class expertise, products and service in our work.