Senior GTM Systems & AI Lead

Position Overview

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.

Diligent’s GTM Systems and AI team owns the systems, data, integrations, and AI capabilities behind how we go to market. We’re strengthening the foundations of our GTM environment while expanding how we use AI to improve work across Sales, Customer Success, Marketing, and Operations.

As a Senior GTM Systems & AI Lead, you’ll lead complex improvements across our GTM systems. You’ll fix foundational issues such as incomplete or unreliable data, broken integrations, disconnected workflows, and overlapping AI agents. You’ll also identify, build, and scale AI- workflows that make our teams more effective.

This is a senior, hands-on individual contributor role. You’ll investigate problems, recommend priorities, design solutions, and lead initiatives from definition through rollout and measurable impact. You won’t need to be a traditional software engineer, but you should be highly technical and comfortable working with APIs, SQL, system integrations, MCP, LLMs, and AI coding tools.

We’re early in building this function, so you’ll have meaningful influence over the roadmap, architecture, standards, and ways of working. You’ll report to the Direc