Sr. Director, Strategic Initiatives

Overview Replacement: This position is open due to an existing vacancy to support our evolving business needs. Sr. Director, Strategic Initiatives. The Senior Director, Strategic Initiatives Leader is a highly visible, enterprise‑level role responsible for driving strategic rigor, executive decision support, and transformation execution across the Corporates organization. This leader will partner closely with the Segment President and Corporates leadership to shape priorities, evaluate top deals, and deliver board‑level insights that accelerate growth and operational excellence. This role spans the full Corporates value chain, and plays a critical role in enabling effective leadership team operating rhythms, decision‑making, and prioritization.

Responsibilities

Lead strategic analysis and executive‑level decision support across the Corporates business, identifying growth opportunities, risks, and trade‑offs.

Own and facilitate top deal reviews, including financial, strategic, and operational assessments to support executive and board decisions.

Partner with Sales, Retention, Customer Success Management, Professional Services, and Solution Consulting leaders to drive aligned, end‑to‑end strategies.

Develop high‑impact board‑level presentations, executive readouts, and strategic narratives that clearly articulate performance, priorities, and transformation progress.

Translate complex data and analysis into concise, actionable insights for senior executives and the Board.

Serve as a trusted thought partner to the Segment President and VP of Business Transformation.

Design, implement, and own transformation metrics tied to the strategic initiatives, ensuring clarity, consistency, and accountability.

Monitor performance against transformation goals, identifying gaps, risks, and corrective actions.

Lead executive‑level reporting and cadence reviews on transformation progress and outcomes.

Optimize how the executive leadership team operates, including decision frameworks, prioritization, and strategic planning processes to enable efficient decision‑making, clear accountability and predictable execution.

Establish and optimize business cadences (planning, reviews, prioritization forums) to ensure focus on the highest‑value work and reduce friction, duplication, and low‑value activity.

Help define and manage enterprise priorities, ensuring focus on the highest‑value initiatives.

Support cross‑functional alignment and execution across GM‑led organizations.

Influence and align senior leaders without direct authority, driving outcomes through partnership and credibility.

Collaborate closely with leadership teams and support teams to ensure strategies are aligned and translate into execution.

Act as a connector across functions, surfacing dependencies and removing barriers.

Qualifications

12+ years of experience in strategy, strategic initiatives, corporate development, consulting, or executive leadership roles.

Proven experience supporting senior executive teams, including creation of board‑level materials.

Strong background in strategic analysis, financial modeling, and enterprise performance measurement.

Demonstrated success leading complex, cross‑functional initiatives in large, matrixed organizations.

Experience working across commercial and delivery organizations (Sales, Retention, Onboarding, Professional Services, Solution Consulting).

Preferred

Experience supporting a Segment President, or equivalent senior executives.

Direct involvement in enterprise transformation or operating model redesign initiatives.

Background in management consulting, corporate strategy, or enterprise PMO with strong executive exposure.

What’s in it For You?

Hybrid Work Model: We’ve adopted a flexible hybrid working environment (2-3 days a week in the office depending on the role) for our office-based roles while delivering a seamless experience that is digitally and physically connected.

Flexibility & Work-Life Balance: Flex My Way is a set of supportive workplace policies designed to help manage personal and professional responsibilities, including work from anywhere for up to 8 weeks per year.

Career Development and Growth: A culture of continuous learning and skill development with Grow My Way programming and a skills‑first approach to grow, lead, and thrive in an AI‑enabled future.

Industry Competitive Benefits: Comprehensive benefit plans including flexible vacation, mental health days, Headspace, retirement savings, tuition reimbursement, and wellbeing resources.

Culture: Inclusive, globally recognized for belonging, values-driven: Obsess over Customers, Compete to Win, Challenge Thinking, Act Fast / Learn Fast, Stronger Together.

Social Impact: Paid volunteer days, pro‑bono opportunities, and ESG initiatives.

Making a Real‑World Impact: Our work supports justice, truth, and transparency in professional contexts.

Note: This description reflects content up to this point. Company disclosures related to recruitment processes and benefits are included as provided in the original text where relevant to the role and legal requirements. For US locations, base compensation ranges and total reward components are provided in the job posting as required by local laws.

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