Senior Deployment Engineer, AI Agents

Meet Siena

Siena is the first intelligence layer for customer experience. Were creating an operating system of AI agents that learn remember and act across every customer touchpointfrom support conversations to shopping experiences to voice and social media interactions.

Siena doesnt just automate support; it powers shopping agents builds persistent customer memory generates actionable business insights and creates empathetic interactions that feel human.

Were transforming how businesses understand and connect with their customers turning every interaction into intelligence that makes the next one better.

The team

Were a small distributed team that punches way above our weight. Every person here has outsized impact because weve built leverage into everything we do. This philosophy makes us faster and frankly more fun to work with.

If youre excited about building something that doesnt exist yet keep reading. Were building agents that dont just respond to customersthey remember them learn from every interaction and connect experiences across channels.

The role

As a Senior Deployment Engineer AI Agents youre the technical layer inside our deployment pods. Youre embedded with accounts where the complexity goes beyond what a generalist deployment manager can unblock alone - integration failures automation logic that wont behave helpdesk configurations that need an engineers eye. Youre not a pure customer-facing role and youre not a pure internal engineering role. Youre the bridge.

Youre 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 customers technical setup identify whats broken or misconfigured and drive a fix without needing to escalate every time

• AI-fluency - you understand how LLM-powered agents work in practice not just in theory; you can configure test and iterate on agent behaviour

• Youre comfortable in customer meetings when the conversation gets technical - you can explain what youre seeing without jargon and without losing the room

• Shopify e-commerce platform integrations and REST APIs are familiar territory

• Remote

What youll do

• Embed with strategic accounts as the technical member of the deployment pod - alongside a Deployment Manager and/or Forward Deployed PM

• Diagnose and resolve technical blockers: integration failures Zendesk configuration issues automation logic gaps data sync problems

• Build account-specific automations and integrations that arent yet supported out of the box

• Own the technical setup of new accounts during onboarding - integrations live data flowing first automations configured

• Surface patterns across accounts to the engineering and product teams: recurring technical issues that should become platform features rather than one-off fixes

• Contribute to shared technical documentation and deployment playbooks that reduce ramp time for every future account

• Participate in technical scoping during late-stage sales - help the team understand whats realistic before contracts are signed

Why Siena

• 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 youre growing so are we.

• The thrill of building something new. Join us at a stage where your contributions matter most.

• AI-fluency. Make AI your second nature.

• Tackle unsolved problems. Were redefining how customer experience will look like in the next decades.

Our values

The people who thrive here are curious customer-obsessed and take ownership without being asked. They fix problems first and explain later. Theyre direct about feedbackboth giving and receiving itbecause they care more about getting things right than being polite.

They maintain high standards while moving at startup speed and they build real relationships with teammates because they know thats how great work gets done. When things get tough they adapt and keep pushing forward.

Our approach to AI

The people who thrive here treat AI like a natural extension of themselves. Theyve built their own ecosystem of agents - some for research others for debugging writing analysis or writing code. They know which AI works best for what problem.

Everyone gets premium accounts (ChatGPT Claude Perplexity Pro Cursor Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each others AI workflows.

At Siena were not just looking for people who can do a job. Were looking for people who want to break boundaries create the future and reshape industries. If thats you we look forward to your application.

We use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at .

Siena provides equal employment opportunities to all employees and applicants for employment without regard to race color religion sex national origin age disability genetics sexual orientation gender identity or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds experiences perspectives and abilities.

Required Experience:

Senior IC