Engineering Manager, Conversational AI

The role

You will lead the Conversational AI team to build Alfie, a conversational AI assistant. You will manage engineers, oversee product delivery, and partner with the AI Architect to turn technical direction into shipped products.

What you will do

• Lead, build, review, and ship alongside the team.
• Redesign software building processes using LLM harnesses.
• Turn product goals and technical direction into an executable roadmap.
• Recruit, mentor, and grow high-potential engineers.
• Maintain high observability and stability standards.
• Foster a collaborative in-person environment in the Toronto office.

Required qualifications

• 3+ years of formal experience in engineering management leading a team of engineers.
• Ability to operate backend (micro)services in TypeScript or Python, Postgres, and AWS, deployed on Kubernetes.
• Hands-on experience with LLM-based and agentic systems including prompt design, tool/function calling, multi-step agent reasoning, and evaluation.
• Proven track record of delivering customer-facing SaaS products.
• Ability to distill complex technical/AI-related trade-offs into actionable plans.

Nice to have

• AI-First Mindset: changed how a team works because of AI tooling.

Benefits

• Flexible Time Off
• Parental Leave
• Health and Dental Insurance
• Retirement Savings + Employee Incentive Plan

About the company

Pebl provides an AI-powered Global Work Platform that helps companies hire, pay, and manage employees in over 185 countries. The company focuses on helping businesses scale with confidence through compliance leadership and local expertise.