Director Engineering Operations (Chief of Staff)

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.

• Operational Mechanics 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.

U.S pay range $174,000 - $220,000 USD

Benefits 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 programs to 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.

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 to work 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, colour, 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 laws.

We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. We 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 recruitment@diligent.com.