Director, Chief of Staff to the CXO

Travel Required: Up to 50%

About the Role

Guidehouse is seeking a Director, Chief of Staff to the CXO to serve as a trusted strategic operator and execution partner to the Chief Experience Officer. This role will help translate CXO priorities into action across Technology by driving leadership cadence, decision discipline, cross-functional coordination, executive communications, performance management, and follow-through on the organization's highest-priority initiatives. The Director will operate at the intersection of strategy, technology, operations, talent, finance, and communications, serving as a confidential advisor and trusted partner to executive leadership and key stakeholders across the enterprise.

Responsibilities

• Run the CXO leadership operating cadence, including staff meetings, priority reviews, decision forums, executive briefings, and follow-up discipline.
• Maintain decision logs, action trackers, priority dashboards, and escalation paths that keep leadership aligned and accountable.
• Prepare agendas, materials, pre-reads, talking points, and post-meeting follow-ups that enable crisp executive decision-making.
• Translate CXO priorities and leadership discussions into clear actions, owners, milestones, and measurable outcomes.
• Anticipate organizational, stakeholder, talent, financial, and execution risks; surface issues early and drive resolution or escalation.
• Partner with the CXO to define strategic priorities, operating goals, and leadership focus areas across the Technology organization.
• Frame strategic choices, trade-offs, dependencies, and recommendations in a way that enables timely executive decisions.
• Facilitate executive-level discussions to align leadership around strategic priorities, transformation objectives, operating decisions, and investment choices.
• Evaluate alternatives and develop business cases, options analyses, and decision materials supporting CXO priorities.
• Build frameworks that enable objective prioritization, sequencing, and resource allocation across competing priorities.
• Partner closely with Human Resources and business leadership to assess workforce capabilities and future talent requirements.
• Develop workforce strategies aligned with CXO priorities, future-state business needs, and technology objectives.
• Identify skill gaps and workforce implications associated with modernization efforts.
• Support organizational design, workforce planning, change management, succession planning, and capability-building initiatives.
• Develop strategies for talent acquisition, reskilling, upskilling, and workforce enablement.
• Develop CXO priority roadmaps aligned to strategic objectives, resource capacity, funding constraints, leadership decisions, and organizational readiness.
• Create prioritization frameworks based on value realization, CXO focus, complexity, risk, timing, and business impact.
• Define implementation phases, milestones, owners, dependencies, and measurable outcomes.
• Guide executive leadership through key transformation decisions and prioritization exercises.
• Develop executive presentations, leadership briefings, strategic recommendations, and investment proposals.
• Establish operating rhythm, governance structures, reporting processes, and program controls to support execution of CXO priorities.
• Develop performance tracking mechanisms, dashboards, scorecards, and KPI frameworks.
• Monitor progress, risks, decisions, and interdependencies across priority workstreams.
• Recommend adjustments to priorities, strategies, and roadmaps based on business performance, changing demands, leadership feedback, and execution risk.
• Ensure continuous alignment between CXO priorities, leadership actions, resource decisions, and strategic business objectives.
• Serve as a trusted advisor and confidential thought partner to the CXO on strategy, execution, communications, and organizational effectiveness.
• Build strong relationships across Technology, HR, Recruiting, Operations, Finance, Communications, and Business leadership teams.
• Drive consensus, alignment, and action among diverse stakeholder groups with competing priorities.
• Facilitate strategic decision-making processes, executive workshops, leadership offsites, and priority reviews.
• Represent CXO priorities with discretion and professionalism; help leadership teams stay focused, prepared, and accountable.

Requirements

• Bachelor's degree in business, Technology, Information Systems, Organizational Development, Human Resources, Engineering, or related field.
• 12+ years of experience in chief of staff, strategy, transformation, operating model redesign, technology strategy, organizational change, or business modernization roles.
• Demonstrated experience supporting senior executives, building leadership operating cadences, and driving cross-functional execution.
• Proven success developing executive roadmaps, strategic plans, leadership materials, and implementation plans.
• Experience supporting executive-level decision-making processes in large, complex organizations.
• Strong knowledge of executive operations, organizational change management, workforce transformation, and technology modernization principles.
• Exceptional analytical, problem-solving, and strategic thinking skills.
• Outstanding verbal, written, presentation, and facilitation capabilities.
• Ability to communicate effectively with executive leadership and cross-functional stakeholders.
• Highly developed organizational, program management, executive communication, and follow-through skills.
• Ability to manage multiple competing priorities in fast-paced environments.
• Experience developing metrics, governance models, performance monitoring frameworks, and executive dashboards.
• Proficiency with strategic planning, reporting, presentation, and collaboration tools.
• Ability to travel as needed.
• Ability to work independently, collaboratively, and lead cross-functional teams.
• High-integrity professional with demonstrated leadership, accountability, and commitment to excellence.

Preferred Qualifications

• Master's degree in business administration (MBA), Organizational Development, Technology Management, Human Resources, or related discipline.
• Experience leading enterprise-wide technology and workforce transformation programs within professional services, consulting, or large corporate environments.
• Background serving in or supporting Chief of Staff, Strategy Office, Transformation Management Office (TMO), PMO, or Enterprise Transformation functions.
• Experience supporting cloud modernization, enterprise architecture, AI enablement, digital transformation, or technology operating model initiatives.
• Certifications such as PMP, Prosci Change Management, Agile, SAFe, Lean Six Sigma, or equivalent transformation-focused credentials.
• Consulting experience advising executive leadership on large-scale organizational transformation initiatives.
• Experience designing workforce planning and talent strategy frameworks to support organizational modernization efforts.

Pay

The annual salary range for this position is $226,000.00-$376,000.00. Compensation decisions depend on a wide range of factors, including but not limited to skill sets, experience and training, security clearances, licensure and certifications, and other business and organizational needs.

Benefits

• Medical, Rx, Dental & Vision Insurance
• Personal and Family Sick Time & Company Paid Holidays
• Position may be eligible for a discretionary variable incentive bonus
• Parental Leave and Adoption Assistance
• 401(k) Retirement Plan
• Basic Life & Supplemental Life
• Health Savings Account, Dental/Vision & Dependent Care Flexible Spending Accounts
• Short-Term & Long-Term Disability
• Student Loan PayDown
• Tuition Reimbursement, Personal Development & Learning Opportunities
• Skills Development & Certifications
• Employee Referral Program
• Corporate Sponsored Events & Community Outreach
• Emergency Back-Up Childcare Program
• Mobility Stipend