Senior AI Deployment Manager (AI)

TL;DR

Senior AI Deployment Manager (AI): Leading the end-to-end delivery lifecycle of autonomous AI systems for enterprise customers, managing non-deterministic logic and complex multi-step reasoning with an accent on RAID management, clear guardrails, measurable KPIs, and high user adoption. Focus on orchestrating cross-functional teams to deliver multi-agent systems and translating manual business processes into structured agentic skills and tasks.

Location: This is a hybrid role (3 days per week) based in our Kitchener office.

Company

Dialpad is the leading AI-powered customer communications platform, transforming how businesses communicate with their customers globally.

What you will do

• Orchestrate a cross-functional team (FDEs, Architects, and Data Scientists) to deliver complex multi-agent systems.
• Work with customers to map manual business processes into structured agentic Skills and Tasks.
• Lead Safety Reviews for every deployment, ensuring agents have clear limits on their authority.
• Define the Gold Dataset for User Acceptance Testing and manage AI performance grading to meet accuracy requirements.
• Oversee the mapping of agent tool-calling to connectors (CRM, ERP, Billing systems), ensuring security and data privacy.
• Partner with customer business leads to showcase the value of Agents and increase adoption.

Requirements

• 5+ years in Technical Project Management, preferably in SaaS, CCaaS, or Enterprise AI.
• Strong AI Literacy: understand the difference between a simple Chatbot and an Agent, comfortable discussing Context Windows, Hallucination Rates, and Inference Costs.
• Experience running sprints in a world where AI logic can be unpredictable (Agile/Hybrid Mastery).
• Ability to explain AI mistakes and control additions to non-technical customers (Stakeholder Management).
• Thrive in ambiguity, take full ownership of outcomes, and deliver measurable results under tight timelines.
• Contribute to a dynamic team culture focused on innovation, collaboration, and customer success.

Nice to have

• Project management certifications (PMP, CAPM, PRINCE2, PMI-ACP).
• Telephony stack knowledge (WebRTC, SIP, SBCs).
• Experience deploying chatbots or voice bots at >10K daily conversations.
• Contributions to open-source AI agent frameworks.

Culture & Benefits

• Competitive benefits and perks, alongside a robust training program.
• Inclusive office environments designed to cultivate collaboration and connection.
• Recognized as a certified Great Place to Work.
• Values continuous evolution, operating at the highest level, and traits like Scrappy, Curious, Optimistic, Persistent, and Empathetic.
• Encourages applications even if not every single requirement is met, focusing on fundamental traits and ambition.