[Remote] Senior Manager, Engineering - AI & Automation

Note: The job is a remote job and is open to candidates in USA. Smartsheet is a company that empowers teams to automate processes and uncover insights. They are seeking a Senior Manager of Engineering for their AI & Automation team, responsible for leading engineers to deliver AI-powered capabilities rapidly, while partnering with product management and architecture teams.ResponsibilitiesLead 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 workflowsServe 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 delegationShip 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 languagePartner with Product Management to prioritize the automation roadmap, balancing quick wins that demonstrate value with foundational platform investments. You own delivery; the PM owns prioritizationDesign 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 languagePartner with Data Engineering, Architecture, and platform teams to design and evolve our internal knowledge graph, RAG infrastructure, and enterprise search capabilitiesOwn 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 exerciseDrive 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 sustainablyStay 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 lensContribute to multi-year strategies for automation and AI governance, lifecycle management, platform consolidation, and deprecation of legacy technologiesSkills10+ years experience in software, automation, or systems engineering roles4+ years management or technical leadership experience with player/coach characteristicsHands-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 experimentedIntegration development skills using iPaaS or custom code connecting enterprise systems via APIsExperience building or operating enterprise automations against systems such as Workday, NetSuite, SalesforceExperience 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 modelsExperience supporting data programs, data governance and tooling to support data initiativesExperience implementing or consuming LLM-based workflows, retrieval pipelines, or enterprise searchExperience defining execution rituals, backlog management, outcome-based tracking without PM intermediariesExperience building and mentoring engineering talentA degree in Computer Science, Engineering, or a related field or equivalent practical experienceLegally eligible to work in the U.S. on an ongoing basisExperience defining AI governance frameworks, citizen developer programs, or internal platform standardsBenefitsEmployer subsidized medical/vision and dental coverage for full-time employees401k Match to help you save for your future (50% of your contribution up to the first 6% of your eligible pay)Monthly stipend to support your work and productivityFlexible Time Away Program, plus Sick Time OffUS employees are automatically covered under Smartsheet-sponsored life insurance, short-term, and long-term disability plansUS employees receive 12 paid holidays per yearUp to 24 weeks of Parental LeavePersonal paid Volunteer Day to support our communityOpportunities for professional growth and development including access to Udemy online coursesCompany Funded Perks, including a counseling membership, local retail discounts, and your own personal Smartsheet accountTeleworking options from any registered location in the U.S. (role specific)Company OverviewSmartsheet is a cloud-based work management platform that empowers collaboration, drives better decision-making, and accelerates innovation. It was founded in 2005, and is headquartered in Bellevue, Washington, USA, with a workforce of 1001-5000 employees. Its website is https://www.smartsheet.com.