Chief Strategic Architect

About Workato

Workato delivers enterprise infrastructure for the agentic era, redefining iPaaS and helping enterprises unify data, applications, processes, and AI into a single, governed platform. A leader in Enterprise MCP and trusted by 50% of the Fortune 500, Workato’s cloud-native architecture connects every application, data source, and process to power real-time orchestration at scale. With enterprise-grade security and continuous innovation at its core, Workato provides the trusted foundation for organizations to automate with confidence and operationalize AI across the business.

Responsibilities

• Learn & Align (Days 0-30)
• Deep immersion into Workato's AI vision, product roadmap, and GTM strategy
• Shadow at least 10 executive customer conversations
• Develop initial point of view for engagement with CIO/CTO/CDO personas
• Engage & Formulate (Days 30-60)
• Lead first strategic engagements with enterprise accounts
• Co-develop executive playbooks with Sales and Product teams
• Establish feedback loops with Product and Engineering teams
• Influence & Scale (Days 60-90)
• Cultivate trusted relationships with C-level executives in 5+ strategic accounts
• Co-create first AI-driven integration use cases with customers
• Create thought leadership presence through content and speaking opportunities
• Technical Trust & Executive Relationships
• Engage directly with C-level executives (CIOs, CTOs, Chief Data Officers, Chief AI Officers) at enterprise accounts
• Shape integration strategies that solve complex business challenges
• Act as trusted technical advisor throughout the customer lifecycle
• Cultivate lasting peer-to-peer relationships
• Act as technical closer in competitive deals
• Influence enterprise architecture decisions and multi-year technology strategies
• AI, Agentic Automation & Enterprise MCP Strategy
• Shape and guide customers' AI and agentic automation journeys
• Advise on the design and adoption of agent-based workflows, human-in-the-loop models, and decision automation frameworks
• Partner with customer executives to define enterprise MCP (Model Context Protocol) strategies
• Translate emerging AI capabilities into practical, scalable enterprise use cases
• Position Workato as the integration and orchestration backbone for enterprise AI transformation
• Domain Expertise & Thought Leadership
• Establish yourself as the recognized authority across iPaaS, API Management (APIM), data orchestration, EDI, and AI/Agentic automation
• Lead "Art of the Possible" workshops
• Represent Workato at industry conferences, customer advisory boards, analyst briefings, and partner events
• Create high-impact thought leadership content
• Deal Acceleration & Commercial Impact
• Accelerate deal velocity through technical validation, competitive differentiation, and executive trust-building
• Identify and shape strategic expansion opportunities
• Partner with Account Executives and Sales Leadership on account strategy, competitive positioning, and C-level engagement tactics
• Articulate compelling ROI narratives and business case frameworks
• Strategic Advisory & Technical Leadership
• Lead high-impact customer engagements requiring executive-level judgment, architectural vision, and industry expertise
• Guide prospects and customers through Enterprise Orchestration vision and roadmap development
• Develop prioritization frameworks for integration, automation, and AI use cases
• Lead technology evaluation and vendor selection processes
• Design governance, scalability, and enterprise operating models for automation initiatives
• Product Influence & Market Intelligence
• Act as the voice of the customer to Product and Engineering teams
• Identify capability gaps, competitive threats, and market opportunities
• Define reusable patterns, reference architectures, and technical frameworks
• Influence industry analysts and thought leaders
• Internal Enablement & Team Development
• Enable Sales Engineers, Account Executives, and Customer Success teams
• Mentor technical team members
• Create scalable technical enablement content and programs

Qualifications / Experience / Technical Skills

• Bachelor's degree in Computer Science, Software Engineering, or a related field (or equivalent experience)
• 20+ years of technology transformation experience, including integration, middleware, or API management platforms
• 15+ years in an Enterprise Architect, CTO, VP Engineering, or similar senior architecture/leadership role
• Demonstrated experience advising C-level executives on technology strategy and enterprise transformation
• Strong understanding of enterprise security, governance, and operating models
• Pioneered track record of driving platform expansion and value realization in enterprise accounts
• Excellent executive communication skills, including board-level presentations and strategic documentation
• Ability to operate independently in complex, ambiguous environments and take ownership of outcomes
• Travel to client sites up to 50%, with flexibility based on regional needs

Soft Skills / Personal Characteristics

• Master's degree in Computer Science, Software Engineering, Business, or related field
• Deep knowledge of key enterprise applications: Salesforce, NetSuite, Workday, ServiceNow, SAP, Oracle
• Hands-on experience with AI/ML platforms and agentic automation frameworks
• Experience in a high-growth startup or scale-up environment
• Established personal brand and thought leadership presence in the integration/automation space