Principal, Strategic Operations

The Role

The Principal, Strategic Operations is a high-impact, enterprise-level role responsible for designing, evolving, and driving adoption of Digible's operating system, ensuring the company's strategy translates into focused execution, disciplined prioritization, and measurable business outcomes. This role goes beyond operating existing processes. It owns how the company plans, prioritizes, and executes work across the Executive Leadership Team (ELT), Senior Leadership Team (SLT), and the broader organization.

This includes leading annual and quarterly planning, driving cross-company prioritization, and establishing the operating rhythms, tools, and frameworks that enable consistent execution. Success in this role requires the ability to credibly influence and challenge senior leaders, ensuring alignment and accountability even when it requires changing established behaviors. This individual must be able to command a room, facilitate high-stakes discussions, and drive decisions that improve focus, capacity discipline, and business performance. This role is also the primary driver of organizational change management, ensuring new ways of working are not only introduced, but consistently adopted across leadership and the broader organization to drive business outcomes.

What you'll do

• Own & Evolve the Enterprise Operating System
• Design, implement, and continuously evolve Digible's enterprise operating system, including planning frameworks, prioritization models, and operating rhythms that connect strategy to execution.
• Lead Enterprise Planning & Prioritization
• Own annual and quarterly planning processes, ensuring priorities are clearly defined, aligned to business outcomes, and realistically resourced across the organization.
• Drive Business-Linked Execution
• Ensure all strategic initiatives are clearly tied to measurable business outcomes, including revenue growth, margin improvement, client performance, and operational efficiency.
• Lead Change Management & Adoption
• Drive organization-wide adoption of new planning processes, tools, and operating rhythms. Ensure leadership consistently uses and reinforces these systems, even when it requires changing existing behaviors or challenging established norms.
• Facilitate Executive Alignment & Decision-Making
• Lead ELT and SLT discussions with clarity and authority, guiding prioritization tradeoffs, resolving misalignment, and ensuring decisions are translated into actionable plans.
• Drive Enterprise Accountability Without Authority
• Ensure initiatives progress with clear ownership and accountability across the business, using influence, structure, and operating discipline rather than direct reporting lines.
• Build Business-Driven Scorecards & Reporting
• Develop and maintain scorecards that connect strategic initiatives and operational performance to key business metrics, including utilization, margin, retention, and growth.

Required Qualifications

• 5+ years of experience in strategy & operations, business operations, program management, or management consulting, with a track record of driving cross-functional initiatives in complex organizations
• Strong business acumen, with the ability to connect operational priorities to key business drivers such as revenue, margin, utilization, retention, and growth
• Proven experience designing and managing enterprise planning processes, prioritization frameworks, and operating cadences that connect strategy to execution
• Demonstrated success driving organizational change management at scale, including implementing and ensuring adoption of new processes, tools, or operating models
• Proven ability to influence, challenge, and drive accountability without direct authority, particularly across executive and senior leadership teams
• Exceptional facilitation and communication skills, with experience leading executive-level discussions, guiding decision-making, and driving alignment on high-stakes topics
• Strong executive presence, with the ability to command a room, navigate ambiguity, and engage senior leaders in constructive and outcome-oriented conversations
• Organizational and program management skills, with the ability to manage multiple complex, cross-functional initiatives simultaneously
• Data fluency, with the ability to translate metrics and operational data into clear insights that inform leadership decisions and prioritization

Preferred Qualifications

• Experience operating in high-growth, agency, or professional services environments, with an understanding of business drivers such as utilization, margin, client delivery, and retention
• Experience designing, implementing, or evolving company operating systems or planning frameworks (e.g., EOS, OKRs, or similar), with a focus on driving adoption and business impact
• Background in management consulting or internal strategy & operations, with experience supporting executive leadership on prioritization and execution
• Experience driving enterprise-level prioritization, planning, and execution across multiple functions, particularly in environments with competing priorities and resource constraints
• Familiarity with tools such as Notion, Asana, ClickUp, Jira, or similar platforms, with the ability to translate operational needs into effective system design (tool experience is secondary to systems thinking)