Staff Systems Engineer, Ironclad
Automations & Integrations
$170-190k
+ 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
$170-190k
+ 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
- 8+ years of experience in automation, integration, or data engineering roles, with a strong track record of owning and delivering complex, business-critical systems (preferably in SaaS/B2B environments)
- Expertise with Workato as a primary automation platform, including recipe design, API integrations, SDK/custom connectors, error handling, and operational best practices; Workato Automation Pro certification is a plus
- Hands-on experience with Glean (or similar AI knowledge platforms), including administration, API usage, and integrating AI retrieval/agentic workflows into business processes
- Deep familiarity with core enterprise systems, such as Salesforce, NetSuite, BambooHR, Okta/identity, and engineering/ticketing systems, and how data and processes flow across them
- Strong architectural and automation design skills, able to define patterns, reference architectures, and reusable components for integrations and workflows
- Solid background in ETL/ELT, data modeling, and SQL/T‑SQL, plus proficiency in at least one scripting or programming language (e.g., Python, Ruby, or similar) to build integrations, utilities, and tooling as needed
- Proven experience operationalizing automation workflows and AI models for enterprise use cases, including monitoring, observability, governance, and lifecycle management
- Excellent stakeholder engagement and communication skills, with the ability to translate business problems into technical designs and to articulate trade-offs and recommendations clearly to both technical and non-technical audiences
- Comfortable leading by influence: driving standards, guiding solution design, and mentoring peers without direct people management responsibilities
What the job involves
- As a Staff Systems Engineer, Automations & Integrations, you will be a hands-on technical leader designing and delivering enterprise-wide automations, AI-assisted workflows, and governed data integrations across Ironclad’s business technology landscape
- You’ll work across Biz Tech and partner teams (GTM, EPD, G&A, and more) to build resilient, observable automation frameworks and integrations that materially improve employee and customer experiences and business velocity
- You’ll combine deep technical expertise in tools like Workato, Glean, and our core SaaS/identity stack with strong systems thinking to create reusable patterns, robust error handling, and governed data flows that scale safely and reliably
- This is an individual contributor role with broad scope and influence: you will partner closely with stakeholders and engineering peers, mentor other automation engineers, and set technical direction for high-impact initiatives in automations, integrations, and AI
- Design and build robust automations and integrations across our business systems (e.g., Salesforce, NetSuite, BambooHR, identity, engineering and ticketing tools), with a focus on reliability, observability, and reusability in Workato and adjacent platforms
- Lead complex, cross-functional integration projects end-to-end: requirements, solution design, implementation, testing, deployment, and hypercare for GTM, EPD, and G&A stakeholders
- Operationalize AI-powered workflows and agents (e.g., knowledge retrieval, intelligent triage, automated approvals, autonomous and prompted user workflows) by integrating Glean and other AI tools into systems and processes in a governed way
- Establish and evolve standards for automation design, testing, monitoring/observability, documentation, and security/compliance; drive adoption of shared patterns, components, and best practices across Biz Tech and partner teams
- Implement best-in-class error handling and alerting for automations, including clear runbooks, routing, and remediation patterns to minimize impact on end users and business operations
- Model and champion high-quality engineering practices in Workato and related stacks (version control, peer reviews, CI/CD for recipes, configuration-as-code where appropriate)
- Partner with stakeholders and executives to translate business problems into technical designs and roadmaps, balancing quick wins with scalable architectures and measurable outcomes
- Mentor and uplevel other engineers and analysts through design reviews, pairing, documentation, and internal enablement sessions, helping grow our automation and AI capabilities across the company
- Continuously explore and introduce innovation in automation patterns, AI agentic capabilities, and integration approaches while maintaining appropriate governance and reliability
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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