Director, GTM Engineering & Systems Architecture

Ironclad is looking for a Director, GTM Engineering & Systems Architecture to build the agentic systems that will run our revenue organization. This is a hands-on leadership role. You’ll lead a team of GTM engineers, systems architects, and CRM developers while also building out a team of autonomous agents. You will also personally design and ship the automation and AI agents that take over the manual work our Revenue teams do today. You’ll be responsible for building out a world class revenue tech stack. The stack is already strong, but we need a leader with both experience and a deep vision for what the future of GTM tech looks like and a passion for driving us there. It’s a unique mix of managing vendor relationships, evaluating new tech, consolidating old tech, and building the connections between our data warehouse, CRM, and the autonomous systems that will run Ironclad’s revenue engine. We’re adding one GTM Engineer to the team this year, and that’s likely it for a while. The goal is getting more out of agents than out of additional hires. This role owns how Ironclad scales GTM operations globally through automation and AI.

Responsibilities

Lead a team of GTM engineers, systems architects, and CRM developers while also building out a team of autonomous agents; Personally design and ship the automation and AI agents that take over the manual work Revenue teams do today; Design and deploy autonomous agents to automate GTM workflows across Revenue, taking them from prototype to production systems the business relies on daily; Own how agents connect to the CRM, the data warehouse, and the rest of the revenue stack, including what data they can see and what actions they’re allowed to take; Implement essential guardrails, ranging from human-in-the-loop reviews for critical decisions to transparent permissioning, ensuring the team understands and trusts the agents' actions; Stay ahead of where agentic AI is going, and turn that into what Ironclad builds next; Set a multi-year vision roadmap for the tools that run the Revenue org, from forecasting and conversation intelligence to outbound engagement and the rest of the stack; Keep a close eye on the evolving tech landscape, evaluating consolidation opportunities and identifying when legacy tech becomes obsolete; Measure the adoption and impact of existing tech, partnering with the enablement team to ensure technology is being fully leveraged; Own Ironclad’s CRM architecture, including CPQ and how it connects to the rest of the revenue stack; Understand the voice and needs of the end users, staying close to field teams to ensure the system is meeting their needs; Constantly stay on the search for ways to simplify and automate elements of the deal cycle, reducing the demand for manual and time consuming data entry; Set a technical bar high enough that you could personally build most of what you’d ask someone else to build

Requirements

8+ years of hands-on experience building AI systems and managing GTM tech stacks; A proven track record shipping production AI agents or LLM-powered systems; Comfortable with agent frameworks and building with current models; Experience leading CRM and CPQ platform teams, including architecture, data model, and governance, at a company with GTM complexity; A genuine builder; comfortable writing code and shipping systems yourself, not just directing engineers who do; Experience partnering with Revenue and Finance stakeholders, translating GTM needs into systems people actually adopt; A high-ownership mindset and a low ego; comfortable running a team with a big, ambitious mandate

Benefits

OTE range of $184,000-$230,000 plus bonus and equity; 100% health coverage for employees (medical, dental, and vision); 75% coverage for dependents with buy-up plan options available; Market-leading leave policies including gender-neutral parental leave and compassionate leave; Family forming support through Maven; Paid time off; Monthly stipends for wellbeing, hybrid work, and cell phone use; Mental health support through Modern Health; Pre-tax commuter benefits; 401(k) plan with Fidelity with employer match; Regular team events; Opportunity to help build the company you want to work at