Deployment Manager, AI Agents

Siena AI

3d • Remote

About The Position

Siena is the Agent of Record for consumer brands, aiming to consolidate the customer journey into a single agent that runs on a shared intelligence layer. This contrasts with the current market where consumer brands use ten or more disconnected tools. Siena's agent initially focused on customer support and is expanding to other areas like shopping and social media, working alongside brand operators. The platform is already in production with hundreds of brands.

The team is small, fully distributed, and global, emphasizing leverage in their work processes. They hire individuals who own outcomes, prioritize written communication, communicate directly, and act proactively. The team values low ego, high standards, and a fast pace, seeking individuals who want to own significant problems rather than just close tickets.

Requirements

• 5+ years in customer experience operations, support ops, implementation, or CX agency work.
• Deep helpdesk fluency (Zendesk, Gorgias, or similar) is a strong plus.
• Understanding of how support operations work: ticket lifecycle, routing logic, automation health, escalation flows.
• Natural project management skills: breaking down complex problems, keeping workstreams on track, aligning stakeholders.
• Clear communication under pressure (written updates, verbal briefings, Slack threads).
• Proactive use of data: monitoring automation rate, deflection, and escalation patterns.
• AI fluency: active use of AI tools in workflow and ability to guide customers new to AI.
• Ability to co-lead and strengthen the team function.

Nice To Haves

• SaaS or e-commerce background.

Responsibilities

• Own deployments from kick-off through to sustained automation performance.
• Manage complex multi-stakeholder deployments.
• Keep things moving when complexity is high, timelines are tight, and accounts vary.
• Own the outcome of customer retention and expansion.
• Manage deployments from zero to live, including kick-off, automation setup, stakeholder alignment, and hitting key metrics.
• Co-lead strategic accounts with senior team members, progressively taking on more responsibility.
• Apply CX ops knowledge to diagnose and drive fixes for account issues (e.g., helpdesk configuration, ticket routing, automation logic, escalation failures).
• Ensure all accounts are progressing through daily updates, proactive escalations, and clear documentation of progress and blockers.
• Manage customer expectations confidently, holding timelines, pushing back on scope creep, and maintaining relationships during difficult periods.
• Shadow and support senior team members for the first 30 days, then take the lead on accounts.
• Feed operational patterns and observed problems back to the product team.

Benefits

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

What This Job Offers

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