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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. To learn more, visit www.workato.com.
Why Join Workato?
Ultimately, Workato believes in fostering a flexible, trust-oriented culture that empowers everyone to take full ownership of their roles. We are driven by innovation and seek team players who actively contribute to building the company.
Additionally, Workato prioritizes a balance between productivity and self-care. Employees enjoy:
- A vibrant and dynamic work environment
- A multitude of benefits inside and outside of daily work life
If this resonates with you, submit an application. We look forward to learning more about you!
Notable Acknowledments:
- Business Insider named Workato an "enterprise startup to bet your career on"
- Forbes’ Cloud 100 recognized Workato as one of the top 100 private cloud companies
- Deloitte’s Tech Fast 500 ranked Workato:
- 17th fastest growing tech company in the Bay Area
- 96th in North America
- Quartz ranked Workato the #1 best company for remote workers
Responsibilities
Primary Role Overview
We seek a visionary Regional Chief Strategic Architect to serve as Workato’s technical authority and strategic advisor across critical prospects, customers, and the broader market within an assigned region. This position combines:
- Technical credibility (building trust with customers)
- Executive influence (assisting Workato’s executive team)
- Market thought leadership (shaping how Workato is perceived in the field)
This is not a sales role. It’s strategic, hybrid operator-advisor-influencer with two core priorities:
- Build technical trust across the customer lifecycle (engagement to expansion)
- Shape the market’s understanding of enterprise integration, AI orchestration, and intelligent automation
Influencing outcomes like:
- Deal ROIs
- Product direction
- Industry perception (establishing Workato as a leader in Enterprise Orchestration)
First 90 Days
Learn & Align (Days 0-30)
- Deep immersion into:
- Workato’s AI vision
- Product roadmap
- Go-to-market (GTM) strategy
- Shadow at least 10 executive-level customer conversations
- Formulate initial perspective for engaging with:
- CIOs
- CTOs
- CDOs (Chief Data Officers)
Engage & Formulate (Days 30-60)
- Lead strategic engagements with:
- Enterprise accounts
- Collaborate with Sales and Product teams to:
- Co-develop executive playbooks
- Establish feedback mechanisms with:
- Product teams
- Engineering teams
Influence & Scale (Days 60-90)
- Build relationships with C-level executives (5+ strategic accounts)
- Co-create AI-driven integration use cases with customers
- Develop thought leadership presence via:
- Content (blogs, white papers)
- Speaking opportunities
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Core Focus Areas
Technical Trust & Executive Relationships
- Engage directly with C-level executives (CIO, CTO, Chief Data Officers, Chief AI Officers) to shape integration strategies
- Trusted technical advisor throughout:
- Initial engagement
- Expansion phases
- Articulate technical advantages over competitors like MuleSoft and Boomi
- Influence enterprise architecture decisions
- Play a role in multi-year technology strategies
AI, Agentic Automation & Enterprise MCP Strategy
- Guide customers through AI and agentic automation journeys using:
- Workato’s AI capabilities
- Ecosystem partnerships
- Advise on:
- Agent-based workflows
- Human-in-the-loop models
- Decision automation frameworks
- Partner with executives to:
- Develop enterprise MCP strategies Includes securities for: context management, secure AI orchestration, governance
- Translate AI capabilities into scalable, enterprise use cases
- Position Workato as the integrated backbone of enterprise AI transformation
Domain Expertise & Thought Leadership
- Establish authority in:
- IPaaS
- API Management (APIM)
- Data orchestration
- EDI
- AI/Agentic Automation
- Lead "Art of the Possible" workshops to:
- Shift customer perceptions of enterprise integration and automation
- Represent Workato at:
- Industry conferences
- Customer advisory boards
- Analyst briefings
- Create thought leadership content, including:
- Blogs
- White papers
- Webinars
- Reference architectures
- Technical videos
Deal Acceleration & Commercial Impact
- Accelerate deal velocity through:
- Technical validation
- Competitive differentiation
- Executive trust-building
- Identify strategic expansion opportunities tied to:
- Automation initiatives
- Integration needs
- AI-driven transformation programs
- Partner with:
- Account Executives
- Sales Leadership On account strategy and C-level engagement tactics
- Demonstrate:
- ROI narratives
- Business case frameworks accelerating decisions
- Show measurable impact on:
- Win rates
- Deal sizes
- Sales cycle length
Strategic Advisory & Technical Leadership
- Lead high-impact customer engagements requiring:
- Executive-level judgment
- Architectural vision
- Industry expertise
- Promote Enterprise Orchestration vision and roadmap development
- Develop prioritization frameworks for:
- Integration use cases
- Automation and AI initiatives
- Guide enterprise customers through technology evaluation processes
- Design governance, scalability, and enterprise operating models for automation
- Facilitate governing frameworks for AI/ML adoption
Product Influence & Market Intelligence
- Act as a voice of the customer to share insights with:
- Product teams
- Engineering teams
- Identify:
- Capability gaps
- Competitive threats
- Market opportunities
- Develop and refine:
- Competitive positioning
- Objection-handling strategies
- Define reusable patterns, reference architectures, and technical frameworks
- Collaborate with industry analysts and thought leaders to shape Workato’s position
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Internal Enablement & Team Development
- Train and enable teams including:
- Sales Engineers
- Account Executives
- Customer Success On complex technical capabilities
- Develop strategic frameworks and:
- Competitive playbooks for enterprise accounts
- Mentor technical collaborators in:
- Deeper domain expertise
- Executive engagement skills
- Create scalable technical enablement content to distribute expertise
- Drive involvement in:
- Customer references
- Case studies
- Speaking engagements
- Advisory boards
Requirements
Qualifications / Experience / Technical Skills
- Bachelor’s degree in:
- Computer Science
- Software Engineering
- Related field
- OR Comparable experience
- 20+ years of:
- Technology transformation experience
- Focus areas: Integration, middleware, API management platforms
- 15+ years in:
- Enterprise Architect roles
- CTO positions
- VP Engineering
- Similar senior architecture leadership roles
- Demonstrable record of advising CEOs and CxOs on:
- Technology strategy
- Enterprise transformation projects
- Depth of understanding in:
- Enterprise security
- Governance
- Operating models
- Proven success in:
- Driving expansion in enterprise accounts
- Value realization
- Exceptional executive communication skills including:
- Board-level presentations
- Strategic documentation
- Ability to operate independently in complex, ambiguous environments, driving ownership and outcomes
Travel & Mobility
- Agility to travel up to 50% for client visits
- Flexibility to adapt based on regional needs
Soft Skills / Personal Characteristics
- Master's degree in:
- Computer Science
- Software Engineering
- Business
- Related discipline
- Core expertise in enterprise applications:
- Salesforce
- NetSuite
- Workday
- ServiceNow
- SAP
- Oracle
- Proficiency with cloud platforms:
- AWS
- Azure
- GCP
- Hands-on experience with:
- AI/ML platforms
- Agentic automation frameworks
- Startup/Scale-up background with high-growth challenges
- Established personal brand thought leadership in:
- Integration
- Automation
- iPaaS
Measures of Success
Long-term success will be judged by the ability to deliver:
- Workato’s embedment as a foundational player in enterprise technology strategy discussions
- Embedding Workato at the heart of regional enterprises’ most influential technology leadership traditions
- Sustained engagement with:
- Senior technology leaders
- Senior engineering leadership
- Creating pipeline of 7-figure opportunities tied to transformation initiatives
- Reframing Workato's positioning to empower decision-makers and analysts to see Workato as the essential platform for AI-enabled enterprise integration
- Leaving behind scalable playbooks and repeatable narratives enabling:
- Go-to-market effectiveness
- Authority and credibility with enterprise audiences
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