Technical Director, Data Engineering

Diligent is looking for a Technical Director of Data Engineering to help design and build the next generation of data and AI infrastructure powering our products and internal platforms.

This is not a traditional management role. We are looking for an experienced builder; someone who still enjoys writing code, debugging distributed systems, evaluating frameworks, and getting hands-on with architecture and implementation.

You will work across large-scale ingestion pipelines, search systems, AI/LLM infrastructure, event-driven architectures, vector databases, analytics platforms, and real-time data processing. You should be equally comfortable discussing high-level architecture with senior leadership and diving into a failing Kubernetes pod or optimizing a Spark job.

The ideal candidate has strong opinions informed by real-world experience, understands tradeoffs deeply, and can move quickly without creating unnecessary complexity.

What You’ll Do

• Design and build scalable data platforms and distributed processing systems

• Develop modern ingestion, transformation, and retrieval pipelines for structured and unstructured data

• Build systems supporting AI/LLM applications, semantic search, RAG pipelines, vector search, and agentic workflows

• Work hands-on with engineering teams to implement production-grade solutions rather than producing slideware

• Evaluate and standardize frameworks, tooling, and infrastructure patterns across teams

• Improve performance, reliability, observability, and cost efficiency of data systems

• Partner with product and platform engineering teams to accelerate delivery of AI-native capabilities

• Drive pragmatic engineering decisions balancing speed, maintainability, and operational simplicity

• Mentor engineers technically through design reviews, architecture guidance, and pair debugging

• Help establish engineering standards around CI/CD, testing, data quality, monitoring, and operational excellence

What We’re Looking For

Strong Hands-On Engineering Experience

Candidates should have significant real-world experience building and operating production systems using many of the following:

Data & Distributed Systems

• Airflow

• Elasticsearch / OpenSearch

• Vector databases and semantic retrieval systems

• MongoDB, PostgreSQL, DynamoDB, or similar platforms

Cloud & Infrastructure

• AWS

• AWS CDK

• Serverless architectures

• Distributed observability and monitoring stacks

AI / Search / Modern Data Applications

• LLM integration patterns

• RAG architectures

• Embeddings and vector search

• MCP servers and AI orchestration frameworks

• LangChain, LlamaIndex, DSPy, or similar ecosystems

• AI evaluation, tracing, and observability tooling

• Search relevance and ranking systems

Backend Engineering

• Python strongly preferred

• Experience with Java, Go, or TypeScript is a plus

• API design and distributed service architectures

• Event-driven and asynchronous systems

The Right Candidate

• Still enjoys building and debugging systems directly

• Has strong technical depth, not just architectural vocabulary

• Comfortable operating in ambiguity and fast-moving environments

• Understands how to simplify systems instead of endlessly abstracting them

• Has experience modernizing legacy platforms and evolving architectures incrementally

• Can distinguish between engineering fundamentals and hype cycles

• Values shipping working systems over theoretical perfection

What Success Looks Like

• Engineering teams can move faster because the underlying platforms are reliable and scalable

• AI and data systems become production-grade rather than experimental prototypes

• Infrastructure costs and operational complexity are reduced through better architecture

• Search, ingestion, and retrieval systems improve significantly in performance and relevance

• Teams adopt consistent, maintainable technical patterns without excessive bureaucracy

Nice to Have

• Experience with large-scale news, document, or regulatory data pipelines

• Experience with search relevancy tuning and semantic retrieval

• Exposure to governance, compliance, risk, or enterprise SaaS platforms

• Familiarity with modern AI engineering workflows and agentic systems

• Experience supporting both startup-speed execution and enterprise-scale operations

Pay Range

$210,000—$250,000 CAD

About Us

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 so they can more effectively manage risk, build greater resilience and make better decisions, faster. 

At Diligent, we're building the future with people who think boldly and move fast.  Whether you're designing systems that leverage large language models or part of a team reimaging workflows with AI, you'll help us unlock entirely new ways of working and thinking.  Curiosity is in our DNA, we look for individuals willing to ask the big questions and experiment fearlessly - those who embrace change not as a challenge, but as an opportunity.  The future belongs to those who keep learning, and we are building it together.  At Diligent, you’re not just building the future - you’re an agent of positive change, joining a global community on a mission to make an impact.

Learn more at diligent.com or follow us on and 

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 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.

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 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.

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 laws. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. See also Diligent's  EEO Policy and  US EEOC ’ s Know Your Rights . We are a drug free workplace. 

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 View email address on job-boards.greenhouse.io. 

To support a fair and consistent hiring process, we use AI and digital automated tools to assist our recruitment team in organizing candidate data, surfacing relevant applications, coordinating interview scheduling and summarizing interview notes. All final screening, evaluation, and hiring decisions are made by humans on our team. To learn more about how we collect, protect, and process your information, please review our  Candidate Privacy Policy .  

At Diligent, we recognize the value of a diverse global workforce. Visa sponsorship may be available for select positions based on business needs and specific role requirements. Sponsorship decisions are evaluated on a case-by-case basis, and eligibility should not be assumed for all opportunities. 

Recruitment agencies: Diligent does not accept unsolicited agency resumes. Please do not forward resumes to our jobs alias, Diligent employees or any other organization location. Diligent is not responsible for any fees related to unsolicited resumes