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Siena AI

Deployment Manager, AI Agents

Siena AI

Deployment Manager overseeing customer experience operations for AI agents. Managing complex deployments from kick-off to automation performance across multiple stakeholders.

Posted 5/15/2026full-timeRemote • 🇨🇦 CanadaMid-LevelSeniorWebsite

About the role

Key responsibilities & impact
  • Own deployments from zero to live - kick-off, automation setup, stakeholder alignment, and hitting the metrics that matter.
  • Co-lead strategic accounts with senior team members, taking on responsibility progressively as you ramp.
  • Apply your CX ops knowledge to diagnose why accounts are stuck: helpdesk configuration, ticket routing gaps, automation logic, 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: you see problems across accounts before anyone else does.

Requirements

What you’ll need
  • 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.
  • A natural project manager - you break complex problems into simple plans, keep multiple workstreams on track, and keep every stakeholder aligned without burning out.
  • SaaS or e-commerce background is a bonus; CX operations depth is the primary signal.
  • You communicate clearly under pressure: written updates, verbal briefings, Slack threads - you make the status of every account visible without anyone having to ask.
  • You're proactive with data: you watch automation rate, deflection, and escalation patterns, catch the dip before the customer flags it, and bring evidence when something needs attention - not gut feel.
  • AI fluency - you use AI tools actively in your workflow and can enable and guide, confidently customers who are new to the space.
  • You co-lead - you're not here to own everything solo, you're here to share the load with a team and make the whole function stronger.

Benefits

Comp & perks
  • 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. Join us at a stage where your contributions matter most.
  • AI-fluency. Make AI your second nature.
  • Tackle unsolved problems. We’re redefining how customer experience will look like in the next decades.

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
customer experience operationshelpdesk configurationticket routingautomation logicescalation managementproject managementdata analysisAI tools fluencySaaSe-commerce
Soft Skills
stakeholder alignmentcommunication under pressureproactive problem solvingrelationship managementclear documentationteam collaborationadaptabilitystrategic thinkingtime managementconflict resolution