Director of Engineering, Ironclad
A.I.
$285-315k
+ Equity
More information about location
2+ days a week in office
Enterprise software for managing contracts
Be an early applicant
Enterprise software for managing contracts
501-1000 employees
Be an early applicant
$285-315k
+ Equity
More information about location
2+ days a week in office
501-1000 employees
Company mission
To power the world’s contracts.
Role
Who you are
- You have deep experience building and scaling AI-powered products or platforms in production, ideally in complex, high-stakes domains (e.g., legaltech, enterprise SaaS, fintech, healthcare)
- You are a hands-on technical leader who stays close to architecture, design reviews, prototyping, and coding when it helps the team move faster
- You have strong architectural instincts and design systems that are practical, extensible, reliable, and aligned with business and customer needs
- You’ve led teams working in several of the following areas:
- LLM- or ML-powered product systems
- Search, retrieval, and ranking
- Information extraction or document understanding
- Agentic workflows or orchestration frameworks
- Evaluation, experimentation, and model quality systems
- Production-grade backend, distributed systems, or AI infrastructure
- You bring strong product judgment and connect technical decisions directly to differentiated customer value
- You are an excellent cross-functional partner who can align engineering, product, and business stakeholders around a clear vision and execution plan
- You know how to hire, develop, and empower strong engineers and technical leaders, and you have a track record of delivering through ambiguity and shaping strategy in fast-moving technical areas
- Experience shipping customer-facing AI assistants, copilots, or agentic products and familiarity with LLM/agent evaluation systems (including human-in-the-loop and telemetry-driven feedback loops) are strong pluses
What the job involves
- Ironclad is doubling down on AI to change how legal teams create, understand, and act on contracts
- As Director of Intelligence Platform, you’ll lead the core AI capabilities behind our next generation of products—contract extraction and understanding, search and retrieval, agent frameworks and orchestration, and Ironclad Assistant
- Your team owns the shared intelligence layer that powers every AI experience at Ironclad, enabling product teams to move faster with higher quality and consistency
- You’ll define strategy, architecture, and execution for these foundational systems, then work hands-on with teams to turn them into durable product advantage: deeper contract understanding, more powerful search, trustworthy agentic workflows, and an assistant that helps customers move faster and make better decisions
- This is a high-impact, highly visible role at the intersection of AI platform, applied ML, product engineering, and customer experience—ideal for a hands-on technical leader who wants to pair deep technical engagement with organizational leadership
- Lead the strategy, roadmap, and execution for Ironclad’s Intelligence Platform, spanning:
- Contract extraction and understanding
- Search and retrieval
- Agent framework and orchestration
- Ironclad Assistant
- Define and evolve the architecture for reusable AI capabilities used across multiple product areas
- Partner with engineers on system design and technical direction, especially in ambiguous or high-leverage areas
- Contribute hands-on through prototyping, technical exploration, and selective production implementation
- Build and scale a high-performing team of engineers and technical leaders across AI platform and product domains
- Guide product and platform decisions to improve quality, reliability, latency, observability, security, and cost for AI-powered experiences
- Partner with Product, Design, Legal, Infrastructure, and other Engineering teams to translate customer needs into differentiated AI capabilities and products
- Establish strong quality bars for AI systems, including evaluation, experimentation, telemetry, and feedback loops
- Guide the evolution of Ironclad Assistant as a flagship AI product while ensuring its underlying capabilities are reusable across the platform
- Help the company make thoughtful technical and product tradeoffs across LLMs, retrieval, agents, structured contract understanding, and workflow integration
- Turn one-off solutions into shared platform capabilities, tools, and patterns that create leverage for other teams
- Develop an effective team structure, ownership model, and execution cadence that enables rapid progress without sacrificing technical excellence
- What Will Make You Successful in This Role
- You balance long-term platform thinking with disciplined short-term execution
- You move fluidly between technical depth, product outcomes, and team leadership
- You are energized by building foundational systems that unlock leverage for many teams
- You are comfortable rolling up your sleeves to accelerate critical work, especially in the early stages of new initiatives
- You care deeply about quality, speed, and building AI systems customers can trust
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 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 $25 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
South Beach, San Francisco, CA
Leadership
Cai GoGwilt
(Co-Founder & Chief Architect)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 & Executive Chairman)Former Corporate Lawyer at Fenwick and Professor of Law at the University of Notre Dame before founding Ironclad in 2014.
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