London, England, United Kingdom; New York, New York, United States; Remote U.S; Washington, District of Columbia, United States Hybrid Full-time USD 174,000 – 220,000 / year

Diligent Corporation is hiring a Director Engineering Operations (Chief of Staff)

Responsibilities

  • Architect and own the Engineering operating cadence, including QBRs, Monthly Business Reviews, strategic planning sessions, and org-wide communications.
  • Drive fiscal and resource governance, partnering with Finance and HR on budgeting, headcount planning, workforce strategy, and cloud cost optimization (FinOps).
  • Act as the communication conduit for the CTO—drafting strategic memos, board-facing narratives, and alignment messages for 400+ engineers.
  • Define Engineering “success” metrics, moving beyond vanity KPIs to track velocity, quality, efficiency, and people health (e.g, capital allocation, retention, eNPS).
  • Own the Engineering Performance Dashboard, synthesizing complex data sets into clear, actionable insights for senior leadership.
  • Lead data-driven interventions, proactively identifying bottlenecks, risks, or delivery challenges and recommending solutions.
  • Maintain a portfolio-level view of all major engineering initiatives, serving as the CTO’s early warning system for slippage, dependency risks, and scope creep.
  • Standardize delivery frameworks—create lightweight yet high-compliance definitions of "Ready" and "Done" to drive consistent execution across teams.
  • Oversee major cross-functional programs, ensuring alignment on scope, priorities, and timelines.
  • Optimize engineering tooling, workflows, and automation, driving adoption of systems (Jira, Confluence, GitHub, CI/CD) that increase velocity and output quality.
  • Partner with Engineering and Product to evaluate and implement AI-driven tools and practices that improve productivity, automation, and decision-making.
  • Establish training, communication, and safe-use guidelines for responsible and effective AI integration.
  • Serve as the cross-functional glue between Engineering, Product, Design, QA, Customer Success, and other partners.
  • Lead complex, horizontal initiatives such as GRC framework implementations, cloud migrations, or GenAI adoption programs.
  • Act as a change agent, driving organizational adoption of new processes, structures, and operating models.
  • Manage operational budgets, vendor relationships, and resource planning.
  • Partner with Finance, Talent Acquisition, and HR on hiring priorities, onboarding, and retention efforts.
  • Prepare operational dashboards and reporting for executive leadership and the Board.
  • Mentor and develop Engineering Operations and Program Management staff.
  • Foster a culture of accountability, continuous improvement, operational rigor, and data-driven decision making.
  • Strengthen clarity, communication, and alignment across the Engineering org.
  • Demonstrate diplomatic authority, the ability to influence without formal power, hold senior leaders (including VPs of Engineering) accountable to commitments, and preserve strong, trust-based relationship.

Requirements

  • 8–10+ years in Engineering Operations, Technical Program Management, Strategy/Business Operations, or Software Engineering leadership within a high-growth SaaS environment.
  • Strong understanding of SDLC, agile methodologies, CI/CD, DevOps, and microservices architecture.
  • Advanced analytical skills with expertise in Excel, Looker, Tableau, or similar tools—able to convert data into executive-ready narratives.
  • Demonstrated experience driving AI-related innovation across engineering teams, including evaluating AI opportunities, implementing tools, and influencing change at scale.
  • Exceptional communication and stakeholder management skills; ability to influence without authority and build trust across all levels.
  • Demonstrated success improving engineering processes, delivery predictability, and cross-functional alignment at scale.
  • Experience defining operational frameworks, delivery standards, and KPI systems within a Global Organization.

Nice to Have

  • Experience with OKR frameworks, people leadership, or certifications (PMP, Agile, Lean).
Required Skills
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About company
Diligent Corporation
Diligent is the AI leader in governance, risk and compliance (GRC) SaaS solutions, helping more than 1 million users and 700,000 board members to clarify risk and elevate governance. The Diligent One Platform gives practitioners, the C-Suite and the board a consolidated view of their entire GRC practice.
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Job Details
Department Engineering
Category management
Posted 4 days ago