Diligent Delivery Systems
Diligent Delivery Systems

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Diligent Delivery Systems Jobs Information

What is it like to work at Diligent?

Diligent is a company that prioritizes collaboration and innovation, fostering a culture of teamwork and open communication among its employees. The company's structure is designed to support a dynamic work environment, with various teams working together to achieve a common goal of providing secure and compliant governance solutions to its clients. Working at Diligent may appeal to candidates who are passionate about technology and governance, as the company offers opportunities to work on cutting-edge projects and contribute to the development of innovative solutions.
Director, AI Software Engineering

Director, AI Software Engineering

Diligent Corporation

Vancouver, BC • On-site

Other

Posted 22 days ago


Diligent Delivery Systems rating

3.8

Company rating: 3.8 out of 10

Based on 5 frontline employees who took The Breakroom Quiz


Job description

Overview

We are seeking a hands-on Director of AI Software Engineering to lead and scale AI engineering efforts supporting multiple business units across Governance, Risk, and Compliance (GRC). This role sits at the intersection of product delivery, platform evolution, and applied AI-driving real-world impact across core workflows.

This is not a pure management role. We are looking for a builder who leads from the front, someone who has recently written production code, shipped systems end-to-end, and can operate comfortably in ambiguity while aligning teams and stakeholders.

What You'll Do

Lead AI Engineering Across GRC

Own delivery of AI-powered capabilities embedded directly into business unit workflows (e.g., risk analysis, compliance automation, reporting, due diligence)
Partner with product, data, and platform teams to translate business problems into scalable AI systems

Stay Hands-On

  • Contribute to architecture, code reviews, and critical path implementation
  • Prototype and validate new approaches (LLMs, agents, retrieval systems, classification pipelines, etc.)
  • Set engineering standards for performance, reliability, and cost efficiency

Build and Scale Teams

  • Lead and mentor a high-performing team of AI/ML and software engineers
  • Drive hiring, coaching, and career development
  • Establish a culture of ownership, speed, and technical excellence

Drive Execution

  • Deliver production-grade systems-not experiments
  • Balance speed with rigor (security, privacy, compliance)
  • Operate across multiple concurrent initiatives with clear prioritization

Communicate and Influence

  • Act as a bridge between engineering and business stakeholders
  • Clearly articulate trade-offs, risks, and outcomes to senior leadership
  • Align cross-functional teams around shared goals and timelines
What We're Looking For

Proven Builder

  • 10+ years in software engineering, with recent hands-on coding experience
  • Demonstrated track record of shipping production systems at scale
  • Experience with modern AI/ML systems (LLMs, NLP, search, or data platforms)

Technical Depth

  • Strong backend engineering skills (e.g., Python, Java, or similar)
  • Experience with distributed systems, APIs, and cloud platforms (AWS/GCP/Azure)
  • Familiarity with modern AI stacks (e.g., vector search, embeddings, model serving, agent frameworks)

Leadership with Credibility

  • Experience leading engineering teams while remaining technically engaged
  • Ability to earn trust with senior engineers and challenge them constructively

Strong Communicator

  • Can simplify complex technical concepts for non-technical stakeholders
  • Comfortable operating at both executive and implementation levels

Execution-Oriented

  • Bias for action; thrives in fast-moving, ambiguous environments
  • Focused on delivering measurable business impact-not just technical output
Nice to Have
  • Experience in GRC, fintech, or regulated environments
  • Exposure to FedRAMP or similar compliance frameworks
  • Background in building AI-powered products (not just research)
Why This Role
  • Direct influence on how AI transforms core GRC workflows
  • Opportunity to define and scale AI-native systems across the platform
  • High visibility with senior leadership and business stakeholders
  • Build real products used by customers, not internal experiments

Diligent Delivery Systems logo

About Diligent Delivery Systems

Sourced by ZipRecruiter

Welcome to Diligent Delivery Systems, a nationwide transportation, shipping, and logistics service provider. We supply businesses with an assortment of shipping and delivery solutions to enhance day-to-day delivery efficiency and productivity. Our delivery services include: Hot Shot Delivery, Healthcare Courier Services, Outsourced Fleet Management Using Owner Operators, Warehouse & Distribution Network, Over-the-Road Trucking (LTL & FTL), White Glove Delivery / Final Mile, Domestic Air Freight, and Logistics Consulting.

Industry

Transportation and warehousing

Company size

1,001 - 5,000 Employees

Headquarters location

Houston, TX, US

Year founded

1994

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