Siena
Customer Experience
SeniorDeploymentEngineer,AIAgents
Neural analysis suggests this role is
optimal for Senior candidates.
“Senior Deployment Engineer, AI Agents at Siena. Skills: Technical implementation, Integration engineering, Customer-facing technical problem solving, AI agent deployment and configuration. Embed with strategic accounts as the technical member of the deployment pod. Diagnose and resolve technical blockers: integration failures, Zendesk configuration issues, automation logic gaps, data sync problems”
What You'll Achieve.
Fixing one technical problem scales to ten accounts; Integrations live, data flowing, first automations configured for new accounts; Reduce ramp time for future accounts through documentation and playbooks
Industry & Context.
Diagnose and resolve technical blockers; Identify what's broken or misconfigured and drive a fix; Tackle hard technical problems
What They're Looking For.
Must Have
5+ years in technical implementation, integration engineering, or software engineering with a customer-facing component, Working knowledge of helpdesk and CX platforms - Zendesk, Gorgias, or similar - including API integrations, webhooks, and automation logic, Ability to read a customer's technical setup, identify what's broken or misconfigured, and drive a fix without needing to escalate every time, AI-fluency - understanding how LLM-powered agents work in practice, Comfortable in customer meetings when the conversation gets technical, Shopify, e-commerce platform integrations, and REST APIs are familiar territory
Nice to Have
AI-fluency. Make AI your second nature., Tackle unsolved problems. We’re redefining how customer experience will look like in the next decades.
What You'll Do.
Embed with strategic accounts as the technical member of the deployment pod
Diagnose and resolve technical blockers: integration failures
Zendesk configuration issues
automation logic gaps
Build account-specific automations and integrations that aren't yet supported out of the box
Own the technical setup of new accounts during onboarding
Surface patterns across accounts to the engineering and product teams
Contribute to shared technical documentation and deployment playbooks
Participate in technical scoping during late-stage sales
How You'll Work.
Team & Collaboration
Embedded with deployment pods alongside Deployment Managers and/or Forward Deployed PMs; Collaborate with engineering and product teams to surface patterns; Contribute to shared documentation and playbooks; Participate in sales scoping discussions
Communication Scope
Explain technical concepts without jargon; Comfortable in technical customer meetings
Full Job Description
MEET SIENA Siena is the first intelligence layer for customer experience. We're creating an operating system of AI agents that learn, remember, and act across every customer touchpoint—from support conversations to shopping experiences to voice and social media interactions. Siena doesn't just automate support; it powers shopping agents, builds persistent customer memory, generates actionable business insights, and creates empathetic interactions that feel human. We're transforming how businesses understand and connect with their customers, turning every interaction into intelligence that makes the next one better. THE TEAM We're a small, distributed team that punches way above our weight. Every person here has outsized impact because we've built leverage into everything we do. This philosophy makes us faster and, frankly, more fun to work with. If you're excited about building something that doesn't exist yet, keep reading. We're building agents that don't just respond to customers—they remember them, learn from every interaction, and connect experiences across channels. The role As a Senior Deployment Engineer, AI Agents, you're the technical layer inside our deployment pods. You're embedded with accounts where the complexity goes beyond what a generalist deployment manager can unblock alone - integration failures, automation logic that won't behave, helpdesk configurations that need an engineer's eye. You're not a pure customer-facing role and you're not a pure internal engineering role. You're the bridge. You're energised by hard technical problems inside a customer context - and you know that fixing one well scales to ten accounts. Who you are - 5+ years in technical implementation, integration engineering, or software engineering with a customer-facing component - Strong working knowledge of helpdesk and CX platforms - Zendesk, Gorgias, or similar - including API integrations, webhooks, and automation logic - You can read a customer's technical setup, identify
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