Chief of Staff to the CEO
This role is eligible for our hybrid work model: 2 days in-office
The Chief of Staff will play a critical role in helping the CEO scale leadership, sharpen focus, and drive results. This position offers unique exposure to company-wide strategy and executive decision-making, making it an exceptional opportunity for a proven low-ego leader looking to have outsized impact.
Why this job’s a big deal:
The Chief of Staff to the CEO is a force multiplier for the CEO acts as the "connective tissue" for the executive team. This role is designed to maximize the CEO’s impact and effectiveness by protecting leadership focus, managing the company’s operating rhythm, driving cross-departmental alignment, accelerating execution, and ensuring follow-through on the company’s most critical priorities.
This is not an administrative role. The CEO will continue to have a dedicated Executive Assistant responsible for calendar, logistics, and travel. The Chief of Staff focuses on strategy, execution, decision support, and organizational leverage.
The ideal candidate brings strong business judgment, exceptional communication skills, and the ability to move seamlessly between strategy and hands-on execution.
In this role you will get to:
Operating Rhythm & Execution
Drive the CEO’s operating cadence (e.g., leadership meetings, quarterly business reviews, offsites). You are responsible for the agenda, ensuring pre-read materials are distributed, and capturing and tracking all action items to completion.
Work with senior leaders to translate company priorities into clear plans, with defined owners, milestones, and metrics.
Track execution against top initiatives and proactively flag risks, dependencies, or misalignment.
Cross-Functional Alignment
Ensure every department’s goals are documented and that status updates are accurate and timely.
Partner with executives and senior leaders to ensure alignment across functions.
Help resolve cross-functional friction and unblock decision-making. Serve as a connective tissue across the leadership team without becoming a bottleneck.
Special Projects & Priority Initiatives
Lead or support high-impact, CEO-sponsored initiatives (e.g., organizational changes, new operating models, transformation efforts).
Stand up structure where none exists and bring clarity to ambiguous problems.
Own end-to-end execution for select initiatives, from definition through delivery.
Communication
Prepare the CEO for important meetings. Own the production of concise briefs, key information and analysis, and high-quality presentations, including Board materials.
Help craft and reinforce the CEO’s narrative internally and externally, and support preparation for company-wide communications, leadership forums, and all important company meetings (in partnership with the Communications team).
Who you are:
Experience & Background
8–15+ years of experience in strategy, operations, consulting, or project management roles
Experience working closely with senior executives and navigating complex organizations
Strong business and financial acumen; expert with data and metrics
Proven experience leveraging GenAI as a force multiplier (for operational efficiency, research, high quality thought partnering, idea generation, etc.)
Skills & Capabilities
Exceptional written and verbal communication
Ability to synthesize complex data and information into clear insights and actions
High judgment, discretion, and emotional intelligence
Able to operate effectively with influence rather than authority
Comfortable operating with ambiguity and in fast-changing environments
Bias for action with strong follow-through
Personal Attributes
Trusted, low-ego, and highly collaborative
Proactive and anticipates needs before they arise
Calm under pressure; confident working on sensitive matters
Oriented toward impact, not visibility
Illustrated history of living the values necessary to Priceline: Customer, Innovation, Team, Accountability and Trust
The Right Results, the Right Way is not just a motto at Priceline; it’s a way of life. Unquestionable integrity and ethics is essential
#LI-ZT1 #LI-Hybrid
There are a variety of factors that go into determining a salary range, including but not limited to external market benchmark data, geographic location, and years of experience sought/required. In addition to a competitive base salary, certain roles may be eligible for an annual bonus and/or equity grant.
The salary range for this position is $170,000 – 210,000 USD.
Who we are
Our success as one of the biggest players in online travel is all thanks to our incredible, dedicated team of talented employees. Priceliners are focused on being the best travel deal makers in the world, motivated by our passion to help everyone experience the moments that matter most in their lives. Whether it’s a dream vacation, your cousin’s graduation, or your best friend’s wedding - we make travel affordable and accessible to our customers.
Our culture is unique and inspiring (that’s what our employees tell us). We’re a grown-up, startup. We deliver the excitement of a new venture, without the struggles and chaos that can come with a business that hasn’t stabilized.
We’re on the cutting edge of innovative technologies. We keep the customer at the center of all that we do. Our ability to meet their needs relies on the strength of a workforce as diverse as the customers we serve. We bring together employees from all walks of life and we are proud to provide the kind of inclusive environment that stimulates innovation, creativity and collaboration.
Priceline is part of the Booking Holdings, Inc. (Nasdaq: BKNG) family of companies, a highly profitable global online travel company with a market capitalization of over $80 billion. Our sister companies include Booking.com, BookingGo, Agoda, Kayak and OpenTable.
If you want to be part of something truly special, check us out!
Flexible work at PricelinePriceline is following a hybrid working model, which includes two days onsite as determined by you and your manager (ideally selecting among Tuesday, Wednesday, or Thursday). On the remaining days, you can choose to be remote or in the office.
To be the best travel dealmakers in the world, we believe our team should reflect the broad range of customers and communities we serve. We are committed to cultivating a culture where all employees have the freedom to bring their individual perspectives, life experiences, and passion to work.
Priceline is a proud equal opportunity employer. We embrace and celebrate the unique lenses through which our employees see the world. We’d love for you to join us and help shape what makes our team extraordinary.
Applying for this position
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Top Skills
What We Do
At Priceline, part of Booking Holdings, Inc. [NASDAQ: BKNG], we believe every trip is a big deal to our customers. Whether it’s a much-needed getaway, wedding, reunion, graduation, or rooting on a favorite team—those are the moments that nobody should miss out on.
Our mission? Be the best travel dealmakers in the world. We provide our customers with smart and easy ways to access the very best deals available on hotel rooms, flights, rental cars, vacation packages and cruises, so they can be there for the moments that matter the most to them.
We do that by welcoming people who are at the top of their game, who want to learn and grow with others and who take their work seriously (but not themselves). We’re building a diverse and uniquely talented team to make sure our customers can be there for all those {big deal} moments. Come join us!
