Distinguished Architect CTO
Pleasanton, CA - USA
Job Summary
Your work days are brighter here.
Were obsessed with making hard work pay off for our people our customers and the world around us. As a Fortune 500 company and a leading AI platform for managing people money and agents were shaping the future of work so teams can reach their potential and focus on what matters most. The minute you join youll feel it. Not just in the products we build but in how we show up for each other. Our culture is rooted in integrity empathy and shared enthusiasm. Were in this together tackling big challenges with bold ideas and genuine care. We look for curious minds and courageous collaborators who bring sun-drenched optimism and drive. Whether youre building smarter solutions supporting customers or creating a space where everyone belongs youll do meaningful work with Workmates whove got your return well give you the trust to take risks the tools to grow the skills to develop and the support of a company invested in you for the long haul. So if you want to inspire a brighter work day for everyone including yourself youve found a match in Workday and we hope to be a match for you too.
About the Team
The CTO Organization is the architectural heartbeat and strategic engine of Workday. Led by Gabe Monroy this organization is responsible for the strategy and execution of the companys global platform spanning data developer and AI platforms product engineering core systems and infrastructure. We are the stewards of Workdays technical future ensuring our foundation is as resilient as it is innovative.We are currently leading Workdays most significant technological pivot: the transition to an AI-native foundation. This mission involves building the enterprise rails for agentic AIthe APIs data foundations and high-stakes trust layers required to run autonomous agents safely and at scale across the global HR and Finance suite.
About the Role
As the principal technical advisor to the CTO you will define the architectural North Star that drives Workdays high-stakes transition into an AI-native powerhouse. You will be the mastermind behind Workday Illuminate building the foundational enterprise rails for our next-generation Agentic AI platform and seamlessly integrating cutting-edge acquisitions into a unified technical fabric. Beyond orchestrating massive-scale distributed systems for maximum resilience and efficiency you will define the rigorous ethical frameworks that ensure our autonomous agent-mediated workflows remain highly secure and trustworthy. By championing these transformative roadmaps and mentoring our elite engineering talent you will serve as a critical force multiplier who shapes the very future of enterprise technology.
Responsibilities
Executive Technical Stewardship: Serve as the principal technical advisor to the CTO defining the long-term architectural North Star for the core platform and Workdays transition to an AI-native foundation.
Strategic Vision & Advocacy: Articulate and defend high-stakes architectural roadmaps to the Board and senior executive leadership directly linking deep-tech investments (like Agentic AI) to Workdays market-defining competitive advantage.
High-Impact Decisioning: Drive executive-level consensus on massive-scale transformations and strategic acquisitions ensuring our technology stack remains a cohesive world-class engine rather than a collection of silos.
Ai Platform: Lead the fundamental design of Workdays next-generation Agentic AI Platform ensuring the enterprise rails are built to support reasoning planning and autonomous execution at global scale.
Agentic Infrastructure Governance: Provide end-to-end architectural authority over the infrastructure required to host orchestrate and scale Intelligent Agents ensuring conversational and workflow-driven AI is deeply integrated into the Workday core.
Strategic M&A Integration: Architect the unified technical fabric that standardizes and scales technology from key acquisitionsincluding Sana Paradox and Evisortinto a seamless high-performance experience within the core platform. This role will also serve as the central point of contact for all technical due diligence activities.
Trust & Ethical AI Frameworks: Define the architectural standards for governed explainable and trustworthy AI ensuring that agent-mediated workflows operating on Workdays proprietary data maintain the highest levels of integrity and security.
Systemic Resilience & Efficiency: Oversee the performance stability and unit economics of our most complex distributed systems with a specific focus on optimizing latency and cost for large-scale LLM interactions and agentic workflows.
Technical Diplomacy & Peer Leadership: Lead high-level design reviews across the entire engineering organization ensuring that local team decisions align with the global strategic intent of the CTO organization.
Force Multiplier & Mentor: Elevate the craft of engineering across Workday by mentoring the companys most senior Principal and Staff Engineers fostering a culture of architectural rigor and forward-thinking innovation.
About You
The ideal candidate is an experienced technologist who can work both independently and across teams. Skilled or has potential to excel in advanced implementations including distributed systems application platforms and persistence and operations at scale with an added focus on AI infrastructure. Experienced in enterprise scale production rollout and support.
Industry Eminence: 20 years of software engineering and architecture experience with a definitive track record of delivering mission-critical enterprise-class products at global scale.
Systems Leadership: 10 years specifically dedicated to distributed system architecture and design including lead roles in high-profile projects that are foundational to a companys success.
Executive Influence: Proven ability to command the room at the C-Suite and SVP level. You must be able to distill black box technical complexities into clear strategic business narratives that drive investment and competitive advantage.
Operational Stewardship: Deeply comfortable balancing the innovation of tomorrow with the production of today. You take personal accountability for the stability and success of systems serving 65M users.
Architectural Diplomacy: A critical thinker who can dissect complex architectures and provide high-level constructive feedback offering alternative paths that align with long-term platform strategy.
Core Technical Mastery: Expert-level knowledge of highly available distributed systems public cloud platforms (AWS/GCP) and the complexities of data integrity/regulatory compliance at scale.
Communication Excellence: Superb written and verbal skills with the ability to move seamlessly between deep-dive technical reviews with engineers and high-level strategy presentations for executives.
Other Qualifications
AI/LLM Architecture: Demonstrated experience designing and scaling platforms for Agentic AI GenAI or LLM-based applications within a rigorous enterprise environment.
Agentic Frameworks: A deep conceptual and practical understanding of Retrieval-Augmented Generation (RAG) conversational AI and the orchestration layers required for autonomous software agents.
Distributed Depth: Hands-on experience building or evolving distributed systems with an experts grasp of scalability persistence and performance tuning.
Technical Stack: High proficiency in Java and modern cloud-native toolsets.
Community & Mentorship: A passion for being a teacher-leader with a proven ability to champion new technologies (like agentic frameworks) and mentor the next generation of Principal and Staff engineers.
Education: BS in Computer Science or a related field; a Graduate degree (MS/PhD) is a strong plus but secondary to significant industry impact
Workday Pay Transparency Statement
The annualized base salary ranges for the primary location and any additional locations are listed below. Workday pay ranges vary based on work location. As a part of the total compensation package this role may be eligible for the Workday Bonus Plan or a role-specific commission/bonus as well as annual refresh stock grants. Recruiters can share more detail during the hiring process. Each candidates compensation offer will be based on multiple factors including but not limited to geography experience skills job duties and business need among other things. For more information regarding Workdays comprehensive benefits please click here.
Primary Location:Additional Considerations:
If performed in Colorado the pay range for this job is $260000 - $390000 USD based on min and max pay range for that role if performed in CO.The application deadline for this role is the same as the posting end date stated as below:
Our Approach to Flexible Work
With Flex Work were combining the best of both worlds: in-person time and remote. Our approach enables our teams to deepen connections maintain a strong community and do their best work. We know that flexibility can take shape in many ways so rather than a number of required days in-office each week we simply spend at least half (50%) of our time each quarter in the office or in the field with our customers prospects and partners (depending on role). This means youll have the freedom to create a flexible schedule that caters to your business team and personal needs while being intentional to make the most of time spent together. Those in our remote home office roles also have the opportunity to come together in our offices for important moments that matter.
Pursuant to applicable Fair Chance law Workday will consider for employment qualified applicants with arrest and conviction records.
Workday is an Equal Opportunity Employer including individuals with disabilities and protected veterans.
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Required Experience:
Chief