Siena
Deployment
DeploymentManager,AIAgents
Neural analysis suggests this role is
optimal for Mid candidates.
“Deployment Manager, AI Agents at Siena. Skills: Deployment Management, Customer Experience Operations, AI Agent Deployment, Stakeholder Management, Project Management. Own deployments from zero to live: kick-off, automation setup, stakeholder alignment, and hitting the metrics that matter. Apply CX ops knowledge to diagnose why accounts are stuck: helpdesk configuration, ticket routing gaps, automation logic, escalation failures - and drive the fix”
What You'll Achieve.
hitting the metrics that matter; The deployment team at Siena is the difference between a customer that churns and a customer that expands. You own that outcome.
Industry & Context.
diagnose why accounts are stuck; drive the fix
What They're Looking For.
Must Have
5+ years in customer experience operations, support ops, implementation, or CX agency work, understand how support operations actually work: ticket lifecycle, routing logic, automation health, escalation flows, A natural project manager, SaaS or e-commerce background is a CX operations depth is the primary signal, communicate clearly under pressure: written updates, verbal briefings, Slack threads, proactive with data: watch automation rate, deflection, and escalation patterns, catch the dip before the customer flags it, and bring evidence when something needs attention, AI fluency - use AI tools actively in your workflow and can enable and guide, confidently customers who are new to the space, co-lead - not here to own everything solo, here to share the load with a team and make the whole function stronger
Nice to Have
deep helpdesk fluency (Zendesk, Gorgias, or similar) is a plus
What You'll Do.
Own deployments from zero to live: kick-off
stakeholder alignment
and hitting the metrics that matter
Apply CX ops knowledge to diagnose why accounts are stuck: helpdesk configuration
escalation failures - and drive the fix
Keep every account you touch moving: daily updates
proactive escalations
clear documentation of progress and blockers
Manage customer expectations with confidence: hold timelines
push back when scope creeps
and keep relationships intact when things get hard
Shadow and support senior team members for the first 30 days
then take the lead on accounts
Feed operational patterns back to the product team
How You'll Work.
Team & Collaboration
Co-lead strategic accounts with senior team members; co-lead - not here to own everything solo, here to share the load with a team and make the whole function stronger; build real relationships with teammates
Communication Scope
communicate clearly under pressure: written updates, verbal briefings, Slack threads; make the status of every account visible without anyone having to ask
Process & Methodology
break complex problems into simple plans, keep multiple workstreams on track, keep every stakeholder aligned without burning out
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 Deployment Manager, AI Agents, you own the delivery side of the business. You're embedded in customer accounts, managing complex multi-stakeholder deployments from kick-off through to sustained automation performance. You're the person who keeps things moving when complexity is high, timelines are tight, and no two accounts look the same. This isn't a role for order-takers. The deployment team at Siena is the difference between a customer that churns and a customer that expands. You own that outcome. Who you are - 5+ years in customer experience operations, support ops, implementation, or CX agency work - deep helpdesk fluency (Zendesk, Gorgias, or similar) is a strong plus - You understand how support operations actually work: ticket lifecycle, routing logic, automation health, escalation flows. This is the context that takes years to build and that we can't afford to teach from scra
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