Engineering Manager, Conversational AI
Pebl, Toronto, Ontario
- Pay
- CA$154K–CA$195K / year
- Work type
- Hybrid
- Level
- Not stated, manager
- Area
- Software engineering
- Posted
- 8 days ago
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About the role
Purpose in Every Position
Pebl puts a world of talent at your fingertips. With our AI-powered Global Work Platform™, companies can hire, pay, and manage employees in 185+ countries—removing risk, red tape, and guesswork from global growth. Backed by more than a decade of compliance leadership and local expertise, Pebl helps businesses move fast, stay compliant, and scale with confidence. With Pebl, companies everywhere can hire great talent anywhere.
Where Your Work Moves the Needle.
At Pebl, every team member drives our success. Joining us means more than filling a role—you’re accountable for results and impact. Our values guide how we operate, execute, and collaborate across borders. By putting them into action, you’ll help us scale faster, compete harder, and lead the future of global work.
Position Summary
We are looking for a hands-on Engineering Manager to lead our high-impact Conversational AI team. This is a critical leadership role for someone who is not only an effective manager but also an active practitioner in the AI-augmented development era.
We're not just building a chatbot, we're rethinking what it means for software to work with you, not just for you. Our Conversational AI team is building Alfie, our conversational AI assistant, and we're looking for an engineering leader who wants to help define what AI-native software looks like.
You'll lead a team of engineers who own features end to end: the APIs, data models, and services behind our LLM-based product, and the conversational interface people actually use. You're equally comfortable designing a tool-calling contract and shaping what a user sees when the model gets something wrong. You have hands-on experience building LLM-based and agentic products, and you've shipped something real end users, not just developers, interact with.
You'll partner closely with our AI Architect, who sets technical direction for conversational AI across Pebl. You own how the team turns that direction into shipped product: priorities, delivery, quality, and growing the people doing the work.
Responsibilities
- Hands-On Team Leadership: Lead by example. Build, review, and ship alongside your team, working directly with AI tools rather than managing around them. Champion how your team works day to day, and keep improving it as the tools change.
- AI-Native Execution: We're redesigning how we build software around AI, not bolting AI onto existing processes. You'll help us rethink how work gets planned, built, reviewed, and shipped, using Claude Code and other LLM harnesses as core parts of the workflow to accelerate experimentation and product velocity. We want someone who questions inherited ceremonies, not someone who reinstalls them.
- Roadmap & Technical Partnership: Work with product management, data teams, and our AI Architect to turn product goals and technical direction into a roadmap the team can execute, in service of your domain's acquisition and retention goals. You'll bring a strong technical point of view and pressure-test decisions, while architectural direction stays with the AI Architect. Ensure your team's output is built on modern, scalable architecture using React, TypeScript, and AWS.
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Listed on Pebl's Ashby job board; checked 5 h ago. First seen by us 2 days ago. Being listed doesn't mean the team is actively interviewing. We found this board in a public directory and haven't yet confirmed it against the company's own careers page.