Chief Strategic Architect

Workato, Inc.

Job Overview

Location

Boston, Massachusetts; Charlotte, North Carolina; New York, New York

Job Type

Full-time

Full Job Description

📋 Description

• Serve as Workato’s technical authority and strategic advisor to enterprise prospects, customers, and the broader market within assigned regions, acting as the external-facing voice of Workato’s innovation and technical vision.
• Engage directly with C-level executives (CIOs, CTOs, Chief Data Officers, Chief AI Officers) to shape enterprise integration strategies that solve complex business challenges, positioning Workato as the essential platform for integration, AI orchestration, and intelligent automation.
• Act as a trusted technical advisor throughout the customer lifecycle—from initial engagement through strategic expansion—providing strategic guidance rooted in real-world operator experience.
• Build lasting peer-to-peer relationships with enterprise technology leaders to establish yourself as the go-to expert on enterprise integration, AI orchestration, and automation at scale.
• Influence enterprise architecture decisions and multi-year technology strategies by articulating why Workato’s cloud-native architecture differentiates from competitors like MuleSoft and Boomi.
• Shape and guide customers’ AI and agentic automation journeys using Workato’s AI capabilities and ecosystem, advising on agent-based workflows, human-in-the-loop models, and decision automation frameworks.
• Partner with customer executives to define enterprise MCP (Model Context Protocol) strategies including context management, secure AI orchestration, and governance.
• Translate emerging AI capabilities into practical, scalable enterprise use cases that drive measurable business outcomes and position Workato as the integration and orchestration backbone for enterprise AI transformation.
• Establish yourself as the recognized authority across iPaaS, API Management (APIM), data orchestration, EDI, and AI/Agentic automation through thought leadership, speaking engagements, and industry events.
• Lead "Art of the Possible" workshops that fundamentally shift how customers think about enterprise integration and intelligent automation.
• Represent Workato at industry conferences, customer advisory boards, analyst briefings, and partner events to shape industry narratives and best practices.
• Create high-impact thought leadership content including blogs, white papers, webinars, reference architectures, and technical videos to elevate Workato’s market position.
• Accelerate deal velocity through technical validation, competitive differentiation, and executive trust-building, directly influencing win rates, deal size, and sales cycle length in strategic opportunities.
• Partner with Account Executives and Sales Leadership on account strategy, competitive positioning, and C-level engagement tactics to identify and shape strategic expansion opportunities.
• Articulate compelling ROI narratives and business case frameworks that accelerate buying decisions and drive seven-figure opportunity pipelines.
• Act as the voice of the customer to Product and Engineering teams, channeling field insights into actionable roadmap input and identifying capability gaps, competitive threats, and market opportunities.
• Develop competitive positioning, objection handling, and differentiation strategies based on executive-level customer conversations.
• Design reusable patterns, reference architectures, and technical frameworks that accelerate customer success and enable scalable adoption.
• Educate and enable Sales Engineers, Account Executives, and Customer Success teams on complex technical capabilities and emerging trends in integration and AI orchestration.
• Develop strategic frameworks, executive engagement playbooks, and technical enablement content to amplify expertise across the field organization.
• Mentor technical team members to develop deeper domain expertise and executive engagement skills.
• Drive customer reference creation and participation in case studies, speaking opportunities, and advisory boards to strengthen market credibility.
• Travel to client sites up to 50%, with flexibility based on regional needs in Boston, Massachusetts; Charlotte, North Carolina; or New York, New York.

🎯 Requirements

• 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
• Proven track record of driving platform expansion and value realization in enterprise accounts

🏖️ Benefits

• Flexible, trust-oriented culture that empowers full ownership of roles
• Balance of productivity with self-care supported through a vibrant and dynamic work environment
• Opportunity to work with 50% of the Fortune 500 and shape the future of enterprise integration and AI orchestration
• Recognition as a top-ranked enterprise startup by Business Insider and Forbes Cloud 100
• Ranked #1 best company for remote workers by Quartz
• Travel to client sites up to 50% with regional flexibility

Skills & Technologies

AWS

Azure

GCP

Senior

Remote

Degree Required

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Workato, Inc.

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About Workato, Inc.

Workato provides low-code/no-code enterprise automation and integration software that connects applications, data, and business processes across cloud and on-premises systems. Its platform offers pre-built connectors, recipes, and AI-powered workflow orchestration for finance, HR, IT, sales, support, and marketing functions. The company enables organizations to automate tasks without extensive coding, reducing manual effort and accelerating digital transformation initiatives. Workato serves mid-market to large enterprises worldwide through a subscription-based SaaS model, emphasizing security, governance, and scalability for complex integrations.

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