Technical Account Manager, AI Agent Deployment

Siena AI • Toronto, ON

1d • Remote

About The Position

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. 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.

Requirements

• 5+ years in technical account management, customer success engineering, or a hybrid technical/commercial role - SaaS, CX platforms, or e-commerce strongly preferred
• Technically fluent: you understand how integrations work, can read a configuration, and can diagnose common deployment issues without escalating every time
• You lead with outcomes - automation rates, resolution rates, and whether the account is actually working
• Commercially aware: you understand ARR, renewal risk, and expansion signals, and can position additional value without it feeling like a pitch
• AI fluency - you use AI tools actively in your workflow and can enable and guide, confidently customers who are new to the space
• You're proactive with data: you know what the numbers mean and you act on them before customers ask
• You build relationships that outlast onboarding - customers want more access to you, not less

Responsibilities

• Own technical account health: diagnose automation performance issues, configure improvements, and drive resolution rates without always pulling in engineering
• Be the primary point of contact for your accounts - customers know you by name and trust that you'll bring them clarity.
• Run regular business reviews with customer stakeholders - bring data, tell the story, and drive clear next steps
• Partner with the deployment team during onboarding to ensure the handoff is clean and the account is set up to succeed
• Translate what you hear from customers into structured product feedback the team can act on

Benefits

• Great salary plus the opportunity for equity or stock grants.
• Learning budget.
• Premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed