wrapbook - Director, Strategy & Operations

• Own the End-to-End Planning Engine • Design and own the annual planning process: timeline, stakeholder alignment, trade-off structuring, resource mapping, goal-setting frameworks, and initiative sequencing • Build and run 6-month and multi-year planning cycles in close partnership with the SVP • Translate strategic direction into clear, actionable operating plans with accountability mechanisms and measurable milestones • Pressure-test priorities and trade-offs across the leadership team, surfacing risks and driving decisions • Coordinate cross-functional planning inputs from Finance, Sales, Product, and Engineering • Run the Operating Cadence of Client Operations • Design and drive weekly, monthly, and quarterly leadership rhythms • Lead monthly KPI and performance reviews; elevate the quality, clarity, and decisiveness of all leadership forums • Identify and prioritize opportunities to apply AI and automation to improve how Client Operations runs- from reducing manual work in reporting and communications to accelerating program execution • Ensure disciplined follow-through on commitments across senior leaders • Attend Client Operations leadership team staff meetings, representing the SVP’s perspective, identifying cross-functional dependencies and risks, and synthesizing insights into coordinated action plans • Continuously assess and improve how Client Operations sets goals, measures performance, and executes at scale • Build the Team and Drive Cross-Functional Programs • Build, develop, and direct a small team of Program Managers who lead and drive projects within Client Operations and across the Wrapbook organization • This team will Program manage initiatives end-to-end: scoping, planning, stakeholder alignment, risk management, and outcomes measurement • You will retain personal ownership of the highest-stakes strategic work while directing the team on large operational programs • Own Executive-Level Communications • Own Board, All Hands, Monthly State of the Business, and leadership offsite materials • Proactively draft and socialize key communications to ensure leadership alignment ahead of broad announcements • Partner with SVP of Ops to drive the cascading communications motion across Client Operations — from CO SLT alignment, to StratOps and frontline leaders, through to ICs via their respective Slack channels — ensuring the right message reaches the right audience in the right sequence • What you'll have • 8–12+ years in strategy, business operations, executive operations, consulting, or operational leadership roles • Prior experience as a Chief of Staff, VP/Director of Business Operations, or senior strategic operator supporting an SVP, COO, or CEO in a complex organization • Proven track record running annual and multi-year planning processes — including coordinating executive stakeholders, structuring trade-offs, aligning resources, and translating strategy into measurable operating plans • Experience managing and developing direct reports; comfort hiring for, building, and leading small teams • Track record of program managing large, cross-functional initiatives from ambiguity through sustained execution and measurable outcomes • Experience operating in high-growth, cross-functional environments with executive visibility