Senior Director, Strategy – Execution

This is a fully remote position, open to applicants in United States.

📋 Description

• Develop and influence the company's strategic direction through innovative ideas, strategic memos, and initiative proposals.

• Engage in executive leadership meetings, identifying cross-functional risks and opportunities.

• Anticipate the needs of the CEO and President by preparing content for the executive leadership team and board.

• Lead the annual strategy process, from theme gathering and charters to strategy memos, decision gates, and executive strategy sessions.

• Establish and oversee strategic initiatives, including charters, sponsors, accountable leads, plans, and success measures.

• Identify risks, dependencies, and decisions, providing clear recommendations for escalation.

• Mentor initiative leads on structuring problems, conducting root-cause analysis, and producing decision-ready documentation.

• Personally spearhead one or two high-priority initiatives or special projects each year.

• Facilitate and manage the monthly business review with the CEO, President, and company leaders.

• Conduct Strategy-led forums, such as the weekly AI program standup, initiative readouts, and critical issue tracking.

• Prepare and rigorously test materials for the executive leadership team, board, board committees, and private equity sponsors.

• Monitor decisions and actions to completion, creating succinct meeting summaries.

• Identify and assess potential acquisitions, joint ventures, and partnerships; assist with sourcing, diligence, and integration.

• Oversee external advisors and specialists from the statement of work through final presentations.

• Conduct market and competitive intelligence, including competitor performance, market studies, and the impact of AI on the market.

• Co-lead the Executive Advisory Council, linking client insights to strategic and initiative priorities.

• Influence changes to the operating model and oversee assigned transformation programs.

• Establish an AI-enabled strategy office featuring dashboards, agents, and automated summaries.

• Represent the Strategy team across executive and senior leadership teams, stepping in for the SVP and CSO as necessary.

⛳️ Requirements

• A minimum of 10 years of experience in corporate strategy, strategy operations, consulting, corporate development, or a chief-of-staff role, with at least 3 years working directly with C-suite executives.

• Proven experience in managing an enterprise planning or strategic initiative process across multiple functions, including portfolio governance, decision gates, and executive readouts.

• Demonstrated original strategic thinking that has shifted a company’s direction, offerings, or operating model.

• Strong problem-solving skills and financial acumen: familiarity with business cases, P&L and EBITDA impacts, contract economics, and investment theses.

• Executive-level communication skills, ranging from comprehensive six-page narrative memos to concise one-slide board summaries.

• Ability to lead without formal authority and ensure accountability among senior leaders.

• Professional presence to engage as both a listener and contributor in senior leadership meetings, exercising discretion in sharing information.

• Strong program management skills, including the ability to develop charters, plans, risk logs, and status reports.

• Proficiency with AI productivity tools, data analysis, and dashboards.

• High level of discretion with confidential information, including transactions, board matters, and personnel issues.

• A bachelor's degree is required.

• Willingness to travel up to 10%, primarily for executive strategy sessions, advisory council meetings, client engagements, and acquisition diligence.

• Preferred: MBA or an equivalent graduate degree.

• Preferred: Experience in IT or managed services, mainframe or hybrid cloud, or enterprise B2B technology.

• Preferred: Hands-on experience with M&A, joint ventures, or partnerships, including due diligence and integration.

• Preferred: Experience in a private equity-backed organization, including board and investor reporting.

• Preferred: Experience managing a customer advisory board or executive client program.

🏝️ Benefits

• Unlimited Paid Days Off

• Three health plan options

• 401k with company match

• Coverage for dental, vision, short-term disability, long-term disability, life, and AD&D

• Flexible spending accounts

• Family Forming Benefit, including fertility coverage and adoption/surrogacy reimbursement

• Paid parental leave for childbirth and paternity

• Education Reimbursement

• Student Loan Assistance or 529 College Funding

• Sabbatical leave

• Wellness program

• Flexible work schedule

• Annual bonus plan based on company and individual performance, subject to eligibility

• Equity grant under the Associate Equity Appreciation Program, based on eligibility

• Option to work from home or in Ensono offices when not required on a client site