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Director Engineering Operations
Director Engineering OperationsDiligent Corporation • New York, NY, US
Director Engineering Operations

Director Engineering Operations

Diligent Corporation • New York, NY, US
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  • [job_card.full_time]
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Director Engineering Operations

We are seeking a strategic operator to serve as the force multiplier for our CTO and Engineering Leadership Team. Our 800-person SaaS organization has reached a pivotal scale, product-market fit is strong, velocity is high, and our next stage of growth depends on maturing our internal engine. This role sits at the intersection of strategy, data, delivery, and culture, ensuring that Engineering operates with clarity, efficiency, and alignment.

The Director of Engineering Operations will architect the operational rhythm of the Engineering organization, elevate decision quality through data, drive cross-functional initiatives, and build the systems that enable predictable, high-quality delivery at scale. This is a highly visible, career-accelerating role for a leader who thrives at the point where people, process, and technology meet.

Key Responsibilities

Operational Mechanics & Rhythm of Business (RoB)

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 CTOdrafting strategic memos, board-facing narratives, and alignment messages for 400+ engineers.

Engineering Intelligence, Metrics & Insights

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.

Delivery Assurance & Portfolio Management

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 frameworkscreate 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.

Tools, Systems & Workflow Optimization

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.

Horizontal Initiatives & Cross-Functional Leadership

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.

Engineering Business Operations

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.

Leadership & Culture

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.

Required Experience / Skills

810+ 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 toolsable 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.

Preferred : experience with OKR frameworks, people leadership, or certifications (PMP, Agile, Lean).

This is a rare opportunity to operate at the right hand of the CTO and influence how a large-scale technology organization is steered. You'll gain exposure to executive decision-making, board-level communication, and enterprise-wide strategic architecture.

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