Exclusive Resorts

Director, Strategic Operations

Exclusive Resorts$125K — $150K *
Business Services
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 7+ years in a strategic operations or Chief of Staff role supporting senior executives
  • Proven track record of leading complex, cross-functional initiatives involving executive stakeholders
  • Ability to constructively challenge senior leaders while maintaining trust
  • Exceptional organizational, project management, and documentation expertise
  • Advanced proficiency in Excel, PowerPoint, and Word
  • Expertise in presentation design with a strong aesthetic sense
  • Strong written and verbal communication skills, translating complex strategies into clear materials
  • Fluency with AI tools for enhancing research and content development

Responsibilities

  • Oversee various strategic initiatives from short-term execution to long-term planning
  • Coordinate enterprise integration initiatives to foster cross-functional collaboration
  • Identify potential misalignments in scope or timelines and facilitate alignment sessions
  • Create and maintain project plans and decision logs for transparency in initiatives
  • Prepare leadership meeting agendas, prioritizing relevant topics and stakeholders
  • Maintain communication with sister businesses to coordinate cross-portfolio projects
  • Translate ideas and analysis into polished presentations for executive audiences

Benefits

  • Flexible working arrangement
  • Professional development opportunities
  • Health and wellness programs
  • Generous paid time off policy
  • Retirement savings plan with employer match
  • Collaborative and supportive work environment
  • Access to cutting-edge AI tools and technologies for work enhancement
Full Job Description
ROLE SUMMARY

The Director of Strategic Operations serves as the connective tissue between organizational strategic priorities and the cross-functional execution required to bring them to life - translating leadership's intent into structured plans, driving high-stakes initiatives from concept to launch, and serving as a trusted extension of the Chief Strategy & Product Officer across partnerships, strategy, and organizational alignment. The role is inherently ambiguous and highly cross-functional. The Director of Strategic Operations will operate without a fixed playbook and without positional authority, building alignment through influence, credibility, and rigor rather than direct reporting lines. This role runs strategic partnerships end-to-end, from contract negotiation through post-execution relationship management, and functions as the de facto source of truth during fast-moving, high-visibility initiatives. The Director of Strategic Operations will embody the confidence to voice an independent point of view - someone who will challenge assumptions, hold senior leaders accountable to commitments, and surface roadblocks candidly and proactively. This requires diplomacy and expert communication and relationship building skills.

KEY RESPONSIBILITIES

Cross-Functional Program Leadership

  • Oversee a portfolio of concurrent strategic initiatives spanning near term execution to long-term planning providing consistent progress against defined outcomes
  • Support enterprise integration initiatives (e.g., shared services planning and integration priorities), coordinating across functions and business units to drive alignment and momentum
  • Proactively identify scope, ownership, and timeline misalignment before it becomes a critical path risk - facilitating structured alignment sessions among senior stakeholders
  • Build and maintain the central project plan, timeline, and decision log that serve as the single source of truth across fast-evolving initiatives
  • Prepare agendas for leadership meetings, ensuring the right topics and stakeholders are surfaced and prioritized
  • Maintain open lines of communication with sister businesses across Exclusive Collective, coordinating cross-portfolio initiatives as needed


Communication & Presentation Development

  • Translate loose ideas, research & analysis, and cross-functional working sessions into polished, executive-ready decks - the primary output format for the team's strategic work
  • Capture live working sessions into clear summaries and presentation materials
  • Maintain a high bar for visual and narrative craft across all presentation materials, adapting tone and format to the audience


Research & Strategic Analysis

  • Support the Chief Strategy & Product Officer with research into hospitality trends, competitive dynamics, and future-facing industry concepts to inform strategic decision-making
  • Leverage AI tools to accelerate research, synthesis, and content development across the team's workstreams


Strategic Partnerships

  • Lead end-to-end negotiation and launch of strategic partnerships (e.g., private membership clubs, complementary luxury brands), internal and external teams through contract execution and go-to-market
  • Own partner relationship management post-launch, ensuring commitments are met and the partnership continues to deliver value on both sides


Documentation & Decision Governance

  • Maintain living documentation (project plans, decision logs, policy briefs) with rigorous version control and a clear audit trail
  • Build lightweight but durable frameworks to bring order to ambiguous, fast-moving initiatives


Independent Judgment & Constructive Accountability

  • Serve as a candid, trusted advisor to the Chief Strategy & Product Officer and broader executive team - willing to voice a dissenting view or challenge a prevailing assumption when the situation calls for it
  • Proactively name roadblocks - including interpersonal or performance-related ones - with tact and discretion, ensuring issues are addressed before they compound
  • Exercise sound judgment in balancing respect for executive authority with the obligation to speak up when meaningful strategic or operational risk is identified
  • Operate as a "trusted challenger" - fully aligned with leadership's goals, but never simply agreeable for the sake of consensus


WHAT SUCCESS LOOKS LIKE

  • Brings structure to ambiguity - comfortable being handed a half-formed, rapidly changing initiative and building the framework, timeline, and documentation that makes it executable
  • Facilitates decisive outcomes - skilled at forcing vague discussion into concrete decisions rather than letting meetings end without resolution
  • Trusted extension of the Chief Strategy & Product Officer - represents the Chief Strategy & Product Officer's priorities accurately and tactfully across functions and with external partners
  • Composed under pressure - when cross-functional alignment breaks down, responds by building better tools rather than escalating friction
  • Uncompromising on craft - insists on polished, on-brand, professional materials even under tight deadlines
  • Direct, transparent, and appropriately assertive - flags inconsistencies, conflicting information, or unresolved risk explicitly, and is comfortable respectfully pushing back on senior leaders rather than deferring by default
  • Holds the room accountable - willing to name when a commitment has slipped, a decision has stalled, or an individual, regardless of seniority, is becoming a blocker, and to do so in a way that preserves trust and relationships
  • Direct and transparent - flags inconsistencies, conflicting information, or unresolved risk explicitly rather than letting it pass silently
  • Cross-functional fluency - equally comfortable in a Finance margin conversation, a Legal compliance review, and a partner negotiation
  • Discreet with sensitive information - trusted with material nonpublic information and board-level context


QUALIFICATIONS

  • 7+ years of experience supporting senior executives in a Director of Strategic Operations, Chief of Staff, or similar leadership capacity.
  • Demonstrated experience leading complex, cross-functional initiatives involving internal and external groups, and Executive stakeholders
  • Executive presence and confidence: proven ability to constructively challenge senior leaders, hold stakeholders accountable, and voice an independent point of view - balanced with the interpersonal skill to do so without damaging trust or relationships
  • Exceptional organizational, project management, and documentation skills
  • Executive presence and experience communicating directly with senior leadership
  • Advanced proficiency in Excel, PowerPoint, and Word; experience building and maintaining trackers, decision logs, and executive-ready presentations
  • Advanced deck and presentation design skills, with a strong sense of visual and narrative craft
  • Strong written and verbal communication skills, with the ability to translate strategic complexity into clear, concise materials
  • Fluency with AI tools for research, analysis, and content development - this role requires significant, active use of AI as part of daily workflow

About Exclusive Resorts

Exclusive Resorts is a luxury vacation club that provides its members with access to a portfolio of multimillion-dollar vacation homes, experiences, and VIP travel services. The company was founded in 2002 and is headquartered in Denver, Colorado. Exclusive Resorts has over 4,000 members and offers more than 400 luxury residences in over 75 destinations worldwide. Members pay an initial membership fee and annual dues in exchange for access to the company's portfolio of properties and services. Exclusive Resorts has been recognized as one of the top luxury vacation clubs in the world.
Learn more about Exclusive Resorts
Size
250 employees
Industry

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