[Remote] Director, Strategic Initiatives, Expedia Lodging

Other Jobs To Apply

Note: The job is a remote job and is open to candidates in USA. Expedia Group is a global travel company that helps travelers explore the world. They are seeking a Director of Strategic Initiatives for their Lodging business to lead the growth strategy for Hotels and Vacation Rentals, overseeing investment agendas and execution of high-priority initiatives.


Responsibilities

  • Define the lodging strategy: Own the multi-year strategic agenda for Hotels and Vacation Rentals — including segment prioritization, investment allocation, and the key bets that will deliver profitable share growth. Bring clarity to complex trade-offs (e.g., value vs. premium hotels, short-term margin vs. long-term category positioning) and land decisions with executive stakeholders
  • Lead the highest-stakes strategic initiatives: Drive the portfolio of growth initiatives from diagnosis through scaled execution — including business case development, cross-functional workstream design, KPI frameworks, and go/no-go investment decisions
  • Own commercial outcomes: Accountable for the lodging P&L, including market share, NBV, gross profit, and conversion targets across hotel and vacation rental segments. Partner with Finance to translate strategy into operating plan commitments
  • Be the executive voice on lodging strategy: Develop compelling, insight-driven strategic narratives and present them to VP, SVP, and C-suite audiences. Ensure leaders are aligned on priorities, trade-offs, and progress against plan
  • Develop a high-performing team: Though an IC role, work closely with and help to build the team of strategists and analysts, setting a high bar for analytical rigor, structured problem-solving, and cross-functional influence. Create an environment where strong work gets done and strong people grow
  • Drive cross-functional alignment at scale: Operate as the connective tissue across Product, Marketing, Supply, Servicing, Analytics, and Finance — ensuring workstreams are coordinated, dependencies managed, and the strategy lands consistently across markets and functions
  • Develop market and competitive intelligence: Maintain a sharp, continuously updated view of the competitive landscape, category trends, and traveler behavior shifts. Translate intelligence into strategic implications and action
  • Shape the traveler experience roadmap: Identify and prioritize the highest-value friction points across the lodging journey (search, discovery, booking, post-trip) and partner with Product and Operations to drive scalable, measurable improvements

Skills

  • 12+ years of experience in strategy, management consulting, or marketplace/e-commerce businesses, with a track record of owning complex commercial outcomes — or 10+ years with an MBA or equivalent advanced degree
  • Demonstrated experience leading large, cross-functional strategic initiatives from ambiguous problem to scaled execution, including building and presenting executive-level investment cases
  • Strong command of segment economics, P&L drivers, and multi-year business modeling; able to independently size opportunities, stress-test assumptions, and make data-grounded investment recommendations
  • Proven ability to influence and align senior stakeholders (VP+) across diverse functions on complex, high-stakes decisions
  • Experience managing and developing a team of high-performing strategists or analysts
  • Exceptional communication skills — able to distill complex analysis into a clear, compelling strategic narrative for executive audiences
  • Prior experience in travel, OTA, marketplace, or consumer technology businesses with deep familiarity with lodging or vacation rental dynamics
  • History of driving measurable market share gains or category-level growth through strategic investment decisions
  • Track record of operating effectively in fast-moving, ambiguous environments with competing priorities and limited information
  • Familiarity with competitive dynamics and the supply economics of the lodging marketplace

Benefits

  • Medical, dental, and vision coverage
  • Paid time off
  • An Employee Assistance Program
  • Wellness and travel reimbursement
  • Travel discounts
  • International Airlines Travel Agent Network (IATAN) membership

Company Overview

  • Expedia Group, Inc. (NASDAQ: EXPE) is the global travel marketplace with one purpose: to help travelers explore the world, one journey at a time. It was founded in 1996, and is headquartered in Seattle, Washington, USA, with a workforce of 10001+ employees. Its website is https://www.expediagroup.com.

  • Back to blog