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Smartsheet Senior Manager, Engineering - AI & Automation in Bellevue, Washington

This full-time position reports to the Sr. Director, Development and can be located in our Bellevue, WA office, or you may work remotely from anywhere in the US where Smartsheet is a registered employer.

You Will:

  • Lead and grow a team of 4-8 automation engineers across US and offshore locations, responsible for designing, building, and operating automation solutions across Finance, Sales/GTM, People & Culture, and shared corporate workflows.
  • Serve as a hands-on technical contributor (player/coach) --- prototyping AI agents, reviewing architecture, and shipping features alongside your team, particularly in early-stage capabilities where speed matters more than delegation.
  • Ship incremental AI-powered features on a regular cadence using Claude, AWS Bedrock, and our internal platform. Your team's primary output is employee-facing AI capabilities - agents that can read, write, and act across enterprise systems through natural language.
  • Partner with Product Management to prioritize the automation roadmap, balancing quick wins that demonstrate value with foundational platform investments. You own delivery; the PM owns prioritization. 
  • Design and operate LLM-powered automation pipelines - intelligent search, retrieval-augmented generation, and decision workflows that allow employees to programmatically interact with system data through natural language.
  • Partner with Data Engineering, Architecture, and platform teams to design and evolve our internal knowledge graph, RAG infrastructure, and enterprise search capabilities. 
  • Own the internal AI governance model for corporate systems, including the citizen developer framework - the guardrails, enablement resources, quality standards, and compliance controls that allow employees across the business to build with AI safely. This is a leadership responsibility, not a documentation exercise
  • Drive operational excellence across the automation portfolio: sprint execution, CI/CD practices, reliability, SLAs, and data-driven engineering metrics. Build a team that ships predictably and sustainably.
  • Stay at the frontier of AI/automation technologies and bring that perspective into how we work. Challenge existing approaches, advocate for modern patterns, and help the broader organization rethink legacy integrations through an AI-first lens.
  • Contribute to multi-year strategies for automation and AI governance, lifecycle management, platform consolidation, and deprecation of legacy technologies.

You Have:

10+ years experience in software, automation, or systems engineering roles

4+ years management or technical leadership experience with player/coach characteristics

Hands-on experience building with LLMs - whether that's agentic workflows, retrieval pipelines, prompt engineering at scale, or enterprise AI features. You've shipped something real, not just experimented.

Integration development skills using iPaaS or custom code connecting enterprise systems via APIs

Experience building or operating enterprise automations against systems such as Workday, NetSuite, Salesforce

Experience with AWS or another cloud environment for automation workloads (Bedrock, SNS, SQS, Lambda, Step Functions, EventBridge)

Experience partnering with Product Managers or equivalent business prioritization models

Experience supporting data programs, data governance and tooling to support data initiatives

Experience implementing or consuming LLM-based workflows, retrieval pipelines, or enterprise search

Experience defining execution rituals, backlog management, outcome-based tracking without PM intermediaries

Experience building and mentoring engineering talent

Experience defining AI governance frameworks, citizen developer programs, or internal platform standards (preferred)

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