Director Engineering Operations

About Us

Diligent is the AI leader in governance risk and compliance (GRC) SaaS solutions helping more than 1 million users and 700000 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 so they can more effectively manage risk build greater resilience and make better decisions faster.

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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 CTOs 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. Youll gain exposure to executive decision-making board-level communication and enterprise-wide strategic architecture.

What Diligent Offers You

• Creativity is ingrained in our culture. We are innovative collaborators by nature. We thrive in exploring how things can be differently both in our internal processes and to help our clients
• We care about our people.Diligent offers a flexible work environment global days of service comprehensive health benefits meeting free days generous time off policy and wellness programsto name a few
• We have teams all over the world. We may be headquartered in New York City but we have office hubs in Washington D.C. Vancouver London Galway Budapest Munich Bengaluru Singapore and Sydney.
• Diversity is important to us. Growing maintaining and promoting a diverse team is a top priority for us. We foster and encourage diversity through our Employee Resource Groups and provide access to resources and education to support the education of our team facilitate dialogue and foster understanding.

Diligent created the modern governance movement. Our world-changing idea is to empower leaders with the technology insights and connections they need to drive greater impact and accountability to lead with purpose. Our employees are passionate smart and creative people who not only want to help build the software company of the future but who want to make the world a more sustainable equitable and better place.

Headquartered in New York Diligent has offices in Washington D.C. London Galway Budapest Vancouver Bengaluru Munich Singapore and Sydney. To foster strong collaboration and connection this role will follow a hybrid work model. If you are within a commuting distance to one of our Diligent office locations you will be expected towork onsite at least 50% of the time.We believe that in-person engagement helps drive innovation teamwork and a strong sense of community.

_{We are a drug free workplace. Diligent is proud to be an equal opportunity employer. We do not discriminate based on race color religious creed sex national origin ancestry citizenship status pregnancy childbirth physical disability mental disability age military status protected veteran status marital status registered domestic partner or civil union status gender (including sex stereotyping and gender identity or expression) medical condition (including but not limited to cancer related or HIV/AIDS related) genetic information or sexual orientation in accordance with applicable federal state and local also consider qualified applicants regardless of criminal histories consistent with legal requirements. See alsoDiligents EEO Policy and Know Your are committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. If you need assistance or an accommodation due to a disability you may contact us at .}

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