Director of Strategy

Job Details

Description

Job Summary

The Director of Strategy leads the design and execution of high-impact corporate initiatives across the timeshare, recreation/leisure, and real estate development businesses. The role is accountable for identifying viable alternatives, creating and shaping actionable strategies, and driving implementation while managing external consultants and vendors. Alternatives recommended will be driven by researching challenges, drivers, and solutions, along with competitive landscape and possible partners.

Serving as a critical bridge between executive leadership and functional teams, the Director ensures cross-division alignment and seamless execution of strategic priorities. Core responsibilities include conducting feasibility studies and financial modeling to support new club development and evaluating and implementing strategic partnerships to identify clear opportunities for growth and design appropriate risk mitigation strategies and successful transition pathways. Partners will include necessary vendors to enable back-of-house operational needs and to provide customer-facing technology as well as regional or national business partners whose participation could accelerate adoption and utilization of new products/initiatives.

The position also advances timeshare product strategy by overseeing overall pricing strategy, regular repricing, product-line mix decisions, and coordination with Finance on cost of goods sold and profitability targets. Additional focus areas include asset management strategies and hospitality/commercial property rollout, ensuring the company’s development and product portfolios are positioned for long-term value creation.

Success in this role is measured by the delivery of timely and accurate financial models, feasibility studies, transition plans, and launch-ready strategies that equip the Board with clear options and support sustainable revenue growth. Success will require designing and implementing successful pilots and A: B testing programs.

Preferred Experience

• Proven background in hospitality, timeshare, recreation/leisure, or real estate development.
• Deep understanding of timeshare exchange platforms and their trends, membership/club models, inventory utilization and balanced trading, and associated revenue and profitability streams (including margins and ROI).
• Demonstrated expertise in managing partner relationships, deal negotiation, and contract management, with experience creating Board level reports on those topics.
  
  

Job Description

• Strong foundation in Financial Planning & Analysis (including advanced margin and fixed/variable cost analysis) and the creation of Board-ready financial reports, recommendations, and presentations.
• Bachelor’s degree in a relevant discipline required; MBA or equivalent professional certification preferred.
• Proven executive leadership experience with a steady record of advancement and successful team or project oversight.
  
  

Core Responsibilities

Strategy & Growth

• Lead strategic initiatives across the timeshare, recreation/leisure, and real estate development portfolios, ensuring alignment with corporate goals and measurable impact.
• Advance timeshare product strategy by optimizing tour center performance, managing inventory control, supporting pricing strategy in partnership with Finance and refining product-line mix to maximize VPG and profitability.
• Guide new club development through feasibility studies, financial modeling, and rollout strategies that strengthen member engagement and drive long-term growth.
• Oversee hospitality and commercial property initiatives, including market research, leasing strategies, and launch readiness.
  
  

Partnerships & Asset Management

• Evaluate and manage strategic partnerships, assessing alternatives, designing transition pathways, and maintaining clear communication with owners and partners throughout the strategic partner identification, cultivation and contract process.
• Shape asset management strategies through keep/sell/repurpose analyses and prepare Board-ready recommendations to optimize portfolio value.
  
  

Financial Leadership

• Manages all aspects of timeshare inventory, including pricing strategy, regular repricing, product mix and distribution, and cost of goods sold in coordination with Finance. Ensures accuracy by identifying and resolving inventory reporting discrepancies.
• Develop and maintain financial models (ROI, IRR, scenario planning) and performance dashboards to inform decisions and align with budget and risk guidelines.
• Manage consultants and vendors, ensuring scopes, deliverables, and milestones are achieved on time, within budget, and to quality standards.
  
  

Execution & Governance

• Deliver executive communications, including Board reports, financial analyses, and strategy presentations that clarify trade-offs and support decision-making.
• Establish KPIs and feedback loops, tracking progress, driving corrective actions, and embedding continuous improvement across initiatives.
• Lead organizational change management, promoting adoption of new strategies, processes, and governance standards.
• Foster cross-department collaboration by coordinating with Finance, Marketing, Operations, and Company Leadership to drive seamless execution.
  
  

Job Description

Focus

Tasks and Execution

• Perform strategic and financial analyses that directly inform Board and executive decision-making.
• Manage multiple concurrent projects and vendor workstreams, balancing competing priorities to deliver high-quality outcomes on time and within budget.
• Apply advanced strategic, financial, and project management skills to convert initiatives into measurable results.
  
  

Communication & Collaboration

• Communicate with clarity and professionalism to executives, cross-functional teams, and external partners.
• Collaborate with colleagues and consultants to ensure knowledge-sharing, alignment, and consistent delivery across departments.
• Provide constructive feedback to strengthen execution quality and promote organizational alignment.
  
  

Decision-Making & Initiative

• Organize workstreams effectively, anticipate risks, and implement proactive mitigation strategies.
• Identify opportunities for revenue growth, cost savings, and market positioning that advance company objectives.
• Recommend solutions to improve execution timeliness, quality, and scalability.
  
  

Leadership & Development

• Maintain a strong knowledge base of timeshare, real estate, and leisure industry trends to guide strategic planning.
• Pursue ongoing professional development in strategy, analytics, and change leadership
  
  

For more information, contact Lee Lorimer at llorimer@resortscompanies.com.