Senior Director, People Operations, Systems & Data

Ironclad is the leading AI contracting platform that transforms agreements into assets. Contracts move faster, insights surface instantly, and agents push work forward, all with you in control. Whether you’re buying or selling, Ironclad unifies the entire process on one intelligent platform, providing leaders with the visibility they need to stay one step ahead. That’s why the world’s most transformative organizations, from Rivian to the World Health Organization and the Associated Press, trust Ironclad to accelerate their business. We’re consistently recognized as a leader in the industry: a Leader in the Forrester Wave and Gartner Magic Quadrant for Contract Lifecycle Management, a Fortune Great Place to Work, and one of Fast Company’s Most Innovative Workplaces. Ironclad has also been named to Forbes’ AI 50 and Business Insider’s list of Companies to Bet Your Career On. We’re backed by leading investors including Accel, Y Combinator, Sequoia, BOND, and Franklin Templeton. For more information, visit or follow us on LinkedIn. People Team at Ironclad The People team at Ironclad is building the operating foundation that helps the company scale with clarity, speed, and high standards. We care deeply about employee experience, and we also believe the next chapter requires stronger systems, sharper data, cleaner operating discipline, and more modern ways of working. We’re looking for a systems-driven leader to define and build People Operations, Systems, and Data as a true leadership capability at Ironclad — owning the infrastructure, workforce data, and operational rigor that will power the People team's next stage of scale. You will serve as a strategic partner to the CPO and a cross-functional operator across Finance, IT, and G&A — simplifying fragmented processes, strengthening workforce data quality, and building the scalable operating model. The ideal candidate brings strong operational leadership, deep systems and analytics fluency, and a practical point of view on how AI, automation, and better process design can materially improve employee experience and organizational effectiveness. What you’ll do Lead the strategy, roadmap, and execution for People operations, systems, and data at Ironclad. Own and modernize the core People infrastructure, including HR systems, workflows, data governance, and reporting foundations. Partner with Finance, IT, and cross-functional operators to improve the architecture connecting headcount, org, payroll, recruiting, and planning data. Build a more scalable operating model for People by simplifying processes, clarifying ownership, reducing manual work, and strengthening documentation and controls. Drive workforce data quality and establish clear governance for core employee, organizational, and planning data. Lead People analytics and executive reporting, translating complex data into clear insights, tradeoffs, and recommendations for business and People leaders. Build planning rhythms and operating mechanisms that improve prioritization, execution, and follow-through across the People team. Identify and operationalize high-value opportunities to use AI and automation across People workflows, with an emphasis on reliability, governance, and measurable business impact. Serve as a strategic thought partner to the Chief People Officer and the People leadership team on organizational health, capacity, workforce planning, and operating effectiveness. Hire, develop, and lead a high-performing team across People Operations, systems, analytics, and program execution. Establish a culture of accountability, service orientation, experimentation, and continuous improvement. Ensure operational excellence across core People processes, including compliance-sensitive workflows, audits, documentation standards, and change management. What we’re looking for 10+ years of progressive leadership experience across People Operations, People Systems, HR Technology, Workforce Planning, Business Operations, or a related field in a high-growth environment. 4+ years leading managers and building high-performing operational, systems, or analytics teams. Deep experience with HRIS, payroll, planning, and adjacent enterprise systems, along with a strong understanding of how data should flow across them. Strong analytical fluency, including experience designing reporting frameworks, identifying root causes, and translating data into executive-level decisions. Proven success leading systems implementations, process redesign, or operating-model improvements that materially improved scale, quality, or speed. Experience building strong cross-functional partnerships with Finance, IT, Talent Acquisition, and business leaders. Demonstrated judgment in balancing service, rigor, speed, and change management in a dynamic environment. A practical, hands‑on orientation: you can move between strategic design, operational detail, and executive influence with ease. Clear point of view on how AI and automation can improve People work, paired with discipline around governance, quality, and adoption. Excellent communication skills, with the ability to bring clarity to ambiguity and align stakeholders around decisions. A builder’s mindset, strong ownership instincts, and high standards for execution. Base Salary Range: $245,000 - $265,000 The base salary range represents the minimum and maximum of the salary range for this position based at our San Francisco headquarters. The actual base salary offered for this position will depend on numerous factors, including individual proficiency, anticipated performance, and the location of the selected candidate. Our base salary is just one component of Ironclad’s competitive total rewards package, which also includes equity awards (a new hire grant, along with opportunities for additional awards throughout your tenure), competitive health and wellness benefits, and a commitment to career growth and development. US Full-Time Employee Benefits at Ironclad: 100% health coverage for employees (medical, dental, and vision), and 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 for you and your partner. Paid time off - take the time you need, when you need it. Monthly stipends for wellbeing, hybrid work, and (if applicable) cell phone use. Mental health support through Modern Health, including therapy, coaching, and digital tools. Pre‑tax commuter benefits (US Employees) 401(k) plan with Fidelity with employer match (US Employees) Regular team events to connect, recharge, and have fun. And most importantly: the opportunity to help build the company you want to work at. UK Employee-specific benefits are included on our UK job postings. Pursuant to the San Francisco Fair Chance Ordinance, we will consider for employment qualified applicants with arrest and conviction records. #J-18808-Ljbffr Ironclad