Director of GTM Engineering & Systems Architecture, Ironclad
$184-230k
OTE
+ Bonus + Equity
Enterprise software for managing contracts
Be an early applicant
Enterprise software for managing contracts
501-1000 employees
Be an early applicant
$184-230k
OTE
+ Bonus + Equity
501-1000 employees
Company mission
To power the world’s contracts.
Role
Who you are
- 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. You’re 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
- You have a high-ownership mindset and a low ego. You are comfortable running a team with a big, ambitious mandate
What the job involves
- 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
- 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. And get the most out of existing tech before exploring further investments
- 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
- This role reports to the VP, Revenue Operations & Enablement. It leads GTM engineering, systems architects, and CRM/CPQ administration functions. We’re adding one GTM Engineer this year. Autonomous agent development is a core initiative this role owns directly
Our take
Business contracting is often inefficient and messy, with approvals required from various stakeholders and many processes still paper-based. Ironclad is a platform that digitises, automates, and streamlines contract workflows, allowing legal teams to focus on legal work rather than paperwork. Its platform features collaborative tools that facilitate business operations and extract and catalogue contract metadata, making information easier to access and act upon. Its enterprise customers include Dropbox, Mastercard, Pixar, Fox, and L’Oréal.
Despite its success, Ironclad faces competition in the $3.68 billion contract lifecycle management industry from major players like DocuSign and emerging ones like Contractbook. The company recently announced Ironclad Signature, marking its entry into the $13 billion eSignature market. The new feature speeds up the signature process by an estimated 80% and provides summaries and approval histories to users. This new tool is expected to strengthen Ironclad's position in the sell-side contract lifecycle management market.
Additionally, Ironclad introduced value-based pricing, charging only for completed, signed agreements, unlike other providers who charge for every signature packet sent out. Ironclad, backed by investors like Accel, Sequoia, Y Combinator, and BOND, remains committed to innovating and maintaining its leadership in the contract lifecycle management space.
Kirsty
Company Specialist at Welcome to the Jungle
Insights
-3% employee growth in 12 months
Company
Funding (last 2 of 7 rounds)
Jan 2022
$150m
SERIES E
Dec 2020
$100m
SERIES D
Total funding: $334.3m
Company benefits
- Dental, and vision insurance
- 401K
- Wellness reimbursement
- Flexible vacation policy
- Generous parental leave for both primary and secondary caregivers
- Work from home opportunities
- Health insurance
Company HQ
Chinatown, San Francisco, CA
Leadership
Cai GoGwilt
(Co-Founder & Board Member)Studied HSPS at Cambridge, and Computer Science at MIT. Was a Summer Technology Analayst at Goldman Sachs. Worked as a Research Assistant at MIT. Was a Software Engineer at Palantir.
Jason Boehmig
(Co-Founder & Board Member)Former Corporate Lawyer at Fenwick and Professor of Law at the University of Notre Dame before founding Ironclad in 2014.
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