Jobs · Management

Director, Strategic Operations for CEO

Swooped · United States · 3 wk ago
RemoteRemoteManagement$174k–$218k/yrFull-time

About the role

The Director, Strategic Operations for CEO serves as a strategic thought partner and operational leader, working directly with the Chief Executive Officer to operationalize enterprise priorities, pressure-test decisions, and translate high-level strategy into execution. This role bridges strategy consulting rigor with hands-on operational leadership, extending the CEO's reach across the executive leadership team, fostering alignment across cross-functional groups, and maintaining momentum across high-stakes initiatives.

Location: United States. Employment type: Full time.

Responsibilities

  • Partner directly with the CEO and senior leadership on annual and quarterly planning, translating enterprise strategy into clear priorities and guiding decisions on what to pursue, pause, or deprioritize.
  • Structure complex business challenges, pressure-test assumptions, synthesize data and diverse perspectives, and develop actionable recommendations on high-impact decisions and strategic opportunities.
  • Drive the operating rhythm behind enterprise priorities by establishing clear goals, milestones, ownership, and accountability frameworks to sustain execution momentum.
  • Represent executive context and decision principles in critical discussions, advancing priorities when direct CEO involvement is not required and delivering a candid, objective assessment of business performance.
  • Resolve organizational friction and build alignment across senior leaders when perspectives differ, decisions stall, or functional ownership is ambiguous.
  • Connect operational plans across the organization to identify competing demands on personnel, budgets, and resources, collaborating with leadership to navigate trade-offs.
  • Establish and maintain essential enterprise key performance indicators (KPIs) to assess strategic progress, identify execution drift, and determine when course corrections are needed.
  • Direct critical cross-functional initiatives end-to-end, from problem definition and stakeholder alignment through implementation and measurable outcomes.
  • Synthesize complex strategy, performance data, and organizational decisions into clear executive narratives for leadership, internal teams, and key stakeholders.
  • Leverage AI and emerging tools to enhance research, data synthesis, analysis, and operational workflows while applying rigorous critical thinking and professional judgment.

Qualifications

  • 15+ years of professional experience, including significant experience within a strategy consulting firm solving complex strategic, operational, or business transformation challenges.
  • Proven experience working directly with CEOs, C-suite executives, or equivalent senior leaders on enterprise strategy, planning, and high-stakes decision-making.
  • Demonstrated track record of moving from strategy development through operational execution, with concrete examples of driving measurable business results.
  • Advanced critical thinking and problem-solving capabilities, with proven ability to structure ambiguous challenges, prioritize key levers, and form well-supported perspectives.
  • Strong commercial and financial acumen, including practical experience utilizing business performance data and KPIs to evaluate trade-offs and drive decisions.
  • Executive presence and professional judgment to act as a trusted advisor, knowing when to facilitate alignment, when to constructively challenge, and when to assume direct operational ownership.
  • Demonstrated ability to influence and align senior executives and cross-functional teams without formal authority, especially in scenarios with competing priorities.
  • Cognitive flexibility and collaborative adaptability to move effectively between strategic planning, advisory support, facilitation, and hands-on operational execution.
  • High ethical standards, discretion, and the confidence to deliver candid, objective assessments to senior leadership.
  • Continuous learning orientation, with the agility to absorb context quickly, challenge assumptions, and adapt approaches as conditions evolve.
  • Practical experience utilizing AI tools to improve efficiency and workflows, combined with the analytical capability to evaluate outputs, identify limitations, and apply appropriate human oversight.

Pay

Annual base salary range: $174,000 - $218,000, reflecting the national compensation band. Additional geographic or tiered premium percentages may apply based on location. Eligibility for discretionary incentive compensation, including bonus and/or commission awards.

Benefits

  • Employer-sponsored health coverage for employees and dependents
  • Retirement benefits with a company 401(k) match
  • Paid time off
  • Paid parental leave
  • Family support policies
  • Learning and wellness stipends

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