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Sr Director - Office of the CEO

$168k - $273k

GuideWell

The Sr Director Office of the CEO (OCEO) serves as a trusted operator and advisor to a C‑suite executive, providing organizational leadership support to advance business growth, innovation, performance, and operational excellence.

The Sr Director will drive key initiatives and projects forward, track requests from the CEO and SVP Chief of Staff through to completion, and work across the Executive Leadership Team (ELT) and the broader organization. The role operates as an extension of the executive, driving clarity, operational discipline, organizational alignment, and measurable business performance.

Key Responsibilities

  • Translates direction and enterprise priorities into clear action items with defined owners, deadlines, and next steps
  • Represent the OCEO in enterprise forums and with ELT members as needed
  • Own the intake, tracking, and closure of requests and action items from the CEO and SVP Chief of Staff, maintaining a single source of truth with owners, due dates, and status
  • Drive accountability for goal achievement, performance metrics, and continuous improvement
  • Prioritize and sequence competing requests in partnership; elevate blockers and at-risk items before they become problems
  • Capture decisions and commitments from CEO and ELT meetings, communicate them clearly, and monitor downstream execution
  • Keep CEO priority initiatives and projects moving forward by managing plans, milestones, dependencies, and status, and by stepping in hands‑on wherever needed to drive progress
  • Serve as executive liaison to ELT members and cross‑functional teams to resolve issues, remove barriers, and ensure successful implementation of company initiatives
  • Support and convene cross‑functional teams for planning, development, and execution of key initiatives
  • Identify and mitigate risks that could impact financial performance, operational stability, or organizational reputation
  • Analyze data and distill it into concise, fact‑based summaries and options for the CEO and ELT
  • Communicate executive decisions clearly and monitor downstream execution
  • Plan and execute leadership forums, town halls, and strategic summits
  • Prepare and oversee executive presentations for internal and external audiences
  • Support the CEO's operating cadence, including ELT meetings, monthly and quarterly operating reviews, and board of directors’ preparation, through agendas, pre‑reads, materials, and follow‑up
  • Facilitate leadership meetings and develop executive‑level content as needed
  • Foster a culture of innovation, accountability, inclusivity, and engagement aligned with enterprise values, and support leadership and talent efforts in partnership with HR as needed

Key Requirements

  • 10+ years of progressive experience in operations, program management, strategic planning, consulting, finance, or related fields within complex organizations
  • Bachelor's degree in related discipline or additional related work experience
  • Proven ability to turn priorities and direction into disciplined, on‑time execution
  • Exceptional organization, attention to detail, and tenacious follow‑through
  • Ability to manage many competing priorities and fast‑changing requests simultaneously without losing sight of the details
  • Sound business judgment and enterprise‑level business acumen, with the ability to serve as a credible advisor to senior leadership
  • Strong executive presence with the ability to influence and drive accountability among senior stakeholders and decision‑makers without direct authority
  • Advanced project and program management expertise
  • Demonstrated success operating in ambiguous, fast‑paced environments
  • Strong financial literacy and understanding of operational drivers
  • Skilled at diagnosing issues early and mobilizing resources to resolve them
  • Highly facilitative leadership style with strong interpersonal effectiveness
  • Excellent written and verbal communication skills. Proficiency in Microsoft Office Suite
  • Exceptional discretion and ability to handle confidential information. Strong ownership mindset and results orientation
  • Ability to respectfully challenge assumptions and elevate decision quality

Preferred

  • Master's degree
  • Knowledge of the health care industry
  • Experience in a Fortune 500 or similarly complex, highly matrixed enterprise
  • Prior experience in a chief of staff, office of the CEO, program management office, enterprise transformation, or operational excellence role
  • Experience with change management and organizational effectiveness
  • Exposure to executive‑level governance processes and enterprise planning cycles

General Physical Demands
Sedentary work: Exerting up to 10 pounds of force occasionally to move objects. Jobs are sedentary if traversing activities are required only occasionally.

Physical/Environmental Activities
Must be able to travel to multiple locations for work (i.e. travel to attend meetings, events, conferences). Occasionally

What We Offer

  • Medical, dental, vision, life and global travel health insurance;
  • Income protection benefits: life insurance, short- and long‑term disability programs;
  • Leave programs to support personal circumstances;
  • Retirement Savings Plan including employer match;
  • Paid time off, volunteer time off, 10 holidays and 2 well‑being days;
  • Additional voluntary benefits available; and
  • A comprehensive wellness program

Employee benefits are designed to align with federal and state employment laws. Benefits may vary based on the state in which work is performed. Benefits for intern, part‑time and seasonal employees may differ.

To support your financial wellbeing, we offer competitive pay as well as opportunities for incentive or commission compensation. We also conduct regular annual reviews with pay for performance considerations for base pay increases.

Annualized Salary Range: $168,000 - $273,000

Typical Annualized Hiring Range: $168,000 - $210,000

Final pay will be determined with consideration of market competitiveness, internal equity, and the job‑related knowledge, skills, training, and experience you bring.

We are an Equal Employment Opportunity employer committed to cultivating a work experience where everyone feels like they belong and can perform at their best in pursuit of our mission. All qualified applicants will receive consideration for employment.

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Vacancy posted 5 days ago
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