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Pebl

Engineering Manager, Conversational AI

Pebl

. Lead the Conversational AI engineering team building Alfie, Pebl’s conversational AI assistant .

Posted 10/31/2026full-timeToronto • CanadaMid-LevelSenior💰 CA$154,000 - CA$195,000 per yearWebsite

Core Competencies

Role fit
Core Competencies

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Demonstrates expertise in leading engineering teams to develop and deliver conversational AI solutions, with a strong focus on scalable architecture, AI tooling, and metrics-driven product management. Proven ability to mentor engineers and foster collaboration while ensuring high-quality standards in software delivery.

Highest-signal resume keywords
Engineering ManagementConversational AI DevelopmentTypeScript and Python ProficiencyAWS and Kubernetes ExperienceSaaS Product Delivery

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills
Engineering ManagementTypeScriptPythonPostgresAWSKubernetesAPI DesignLLM-based SystemsPrompt DesignMetrics-driven Growth
Soft Skills
MentoringCollaborationProblem-solving
Tools & Technologies
Claude CodeAI ToolsMicroservices
Industry Keywords
Conversational AISaaSUser ExperienceAgentic Workflows

Tech Stack

Tools & technologies
AWSKubernetesMicroservicesPostgresPythonReactTypeScript

About the role

Key responsibilities & impact
  • Lead the Conversational AI engineering team building Alfie, Pebl’s conversational AI assistant
  • Build, review, and ship software alongside the team using AI tools
  • Redesign planning, development, review, and release workflows around AI
  • Use Claude Code and other LLM harnesses to accelerate experimentation and product velocity
  • Partner with product management, data teams, and the AI Architect to create an executable roadmap
  • Pressure-test technical decisions while implementing the AI Architect’s direction
  • Ensure scalable architecture using React, TypeScript, and AWS
  • Recruit, mentor, and develop engineers
  • Maintain observability, stability, and rigorous quality standards
  • Foster in-person collaboration in the Toronto office Monday through Wednesday

Requirements

What you’ll need
  • 3+ years of formal experience in engineering management leading a team of engineers
  • Experience changing team workflows through AI tooling
  • Ability to operate backend microservices in TypeScript or Python
  • Experience with Postgres and AWS
  • Experience deploying on Kubernetes
  • Experience designing clean contracts and APIs supporting agentic workflows
  • Hands-on experience with LLM-based and agentic systems
  • Experience with prompt design, tool/function calling, multi-step agent reasoning, and evaluation
  • Proven track record delivering customer-facing SaaS products
  • Experience with metrics-driven growth, conversion, and user experience
  • Ability to distill complex technical and AI-related trade-offs into actionable plans
  • Must be able to commit to in-office collaboration Monday through Wednesday at the downtown Toronto office
  • Must live within commuting distance of the downtown Toronto office

Benefits

Comp & perks
  • Flexible Time Off
  • Parental Leave
  • Health and Dental Insurance, where applicable
  • Retirement Savings
  • Employee Incentive Plan
  • Equity
  • Inclusive culture and equal opportunity employment