[Hiring] Senior Deployment Engineer, AI Agents @Siena AI

Role Description

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 energized by hard technical problems inside a customer context - and you know that fixing one well scales to ten accounts.

Qualifications

• 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
• 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
• Familiarity with Shopify, e-commerce platform integrations, and REST APIs

Requirements

• 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
• 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

Benefits

• Meaningful impact - your work directly shapes our product and company
• Globally distributed team working at the bleeding edge of CX and AI
• Great salary plus the opportunity for equity or stock grants
• Learning budget - if you're growing, so are we
• The thrill of building something new
• AI-fluency - make AI your second nature
• Tackle unsolved problems - redefining customer experience

Company Description

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.