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Added 13 hours ago
SH
Assistant Manager I
Sunglass Hut
Ottawa, ON
- Full-time
The Assistant Manager I is a core member of the leadership team that drives Sunglass Hut's success. The Assistant Manager I works in partnership with the Store/Multi Store Manager to…
Added 15 hours ago
Assistant Manager I
EssilorLuxottica Group
Ottawa, ON
The Assistant Manager I is a core member of the leadership team that drives Sunglass Hut's success. The Assistant Manager I works in partnership with the Store/Multi Store Manager to…
Added 19 hours ago
LC
Service et caisses Assistant Gérant/Superviseur temps plein jour
Loblaw Companies Limited
Lachenaie, QC
- Full-time
Added 1 day ago
LH
Assistant Front Office Manager - FT - Chelsea Hotel - Toronto
Langham Hospitality Group
Canada
- Full-time
…accommodation during the recruitment process, please advise your Talent Acquisition…
Added 1 day ago
P
Engineering Manager, Conversational AI
Pebl
Remote, Canada
- $154,000 to $195,000 CAD / year
- Full-time
- Remote
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…
Added 1 day ago
LH
2600001983 - Ot/Pt Assistant
Lakeridge Health
Oshawa, ON
- Internship
…part of the recruitment and screening process. A member of our Talent Acquisition team is actively engaged in the Recruitment and Selection process to ensure a fair and thorough assessment…
Added 1 day ago
GO
Fire Instructor
Government of Manitoba
Brandon, MB
- Full-time
Added 1 day ago
P
Engineering Manager, Conversational AI
Pebl
Toronto, ON
- $154,000 to $195,000 CAD / year
- Full-time
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…
Added 1 day ago
GO
Operating Engineer
Government of Manitoba
Winnipeg, MB
- Full-time
…work of employees in less senior technical positions such as Assistant Operating Engineers and Maintenance…
Added 1 day ago
SM
Admin Assistant CM Concurrent Disorders ACT Team
St. Michael's Hospital
Toronto, ON
- Temporary
Added 1 day ago
MO
Transportation Coordinator, Wednesday-Saturday or Sunday-Wednesday 12:00pm-10pm
Martin-Brower of Canada Co.
Calgary, AB
- Full-time
…accommodation should be directed to your point of contact in the Talent Acquisition or Human Resources…
Added 1 day ago
MK
MK Eaton Centre - Seasonal Sales Assistant
Michael Kors
Toronto, ON
- Part-time
…customer experience and achieving results. As a Seasonal Sales Assistant, you are a flexible team player with the ability to multitask and thrive in a fun, inspiring and fast-paced store…
Added 1 day ago
AC
Administrative Assistant
Aston Carter
AB · Edmonton, Alberta
- $21 CAD / hour
- Contract
Aston Carter provides world-class corporate talent solutions to thousands of clients across the globe. Specialized in accounting, finance, human resources, talent acquisition, procurement,…
Added 1 day ago
KF
Project Coordinator
Korn Ferry
Toronto, ON
- $85,000 to $105,000 CAD / year
- Full-time
…across your business - synchronizing strategy, operations, and talent to accelerate performance, fuel growth, and inspire a legacy of change. That’s why the world’s most forward-thinking…
Added 1 day ago
MB
Transportation Coordinator, Wednesday-Saturday or Sunday-Wednesday 12:00pm-10pm
Martin Brower
Calgary, AB
- Full-time
…accommodation should be directed to your point of contact in the Talent Acquisition or Human Resources…
Added 1 day ago
Operating Engineer
Public Service Delivery
Winnipeg, MB
…work of employees in less senior technical positions such as Assistant Operating Engineers and Maintenance…
Added 1 day ago
Fire Instructor
Municipal and Northern Relations
Brandon, MB
Added 1 day ago
LC
Front End Assistant Department Manager Part Time Day
Loblaw Companies Limited
Saskatoon, SK
- Part-time
Be constantly on the lookout for great talent to join our team
Added 1 day ago
QP
Community Manager
QuadReal Property Group
Vancouver, BC
- Full-time
Provide administrative support for the Assistant Community Manager including preparation of notices and other resident correspondence; and
Added 1 day ago
PR
Scheduling & Labour Relations Assistant
Peterborough Regional Health Centre
Peterborough, ON
- Part-time
Thank you for your interest in the opportunity at PRHC. If you are selected to move forward in the recruitment process, you will be contacted by a member of the Talent Acquisition team.
Added 1 day ago
SJ
Rehabilitation Assistant CP - SJHC Rehabilitative Care
St. Joseph's Health Centre, Toronto
Toronto, ON
- Temporary
…do, in the role of Occupational Therapist and Physiotherapist Assistant (OTA/PTA) on our Health Disciplines Resource…
Added 1 day ago
P&
Executive & Office Services Assistant
Parrish & Heimbecker, Limited
Winnipeg, MB
- Full-time
…applicants. All applications are reviewed by a member of our Talent Acquisition team or hiring…
Added 1 day ago
L
Financial Service Representative - LendDirect Office 1505
LendDirect
Mississauga, ON
- Full-time
“In 2015 I joined the company as an Assistant Manager. One year later I was promoted to Branch Manager where I focused on building relationships and developing others in my store to help…
Added 1 day ago
AF
Financial Service Representative - LendDirect Office 1505
Attain Finance
Mississauga, ON
- Full-time
“In 2015 I joined the company as an Assistant Manager. One year later I was promoted to Branch Manager where I focused on building relationships and developing others in my store to help…
Added 1 day ago
P
Executive & Office Services Assistant
P&H
Winnipeg, MB
- Full-time
…applicants. All applications are reviewed by a member of our Talent Acquisition team or hiring…

Pebl

Engineering Manager, Conversational AI

Remote, Canada

Remote

$154,000 to $195,000 CAD / year · Full-time

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Job details

Pay: $154,000 to $195,000 CAD / year
Job type: Full-time
Workplace: Remote
Experience: Management Experience: 3+ years of formal experience in engineering management leading a team of engineers.
Posting language: English
Posted: Oct 31, 2026

Original job description

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.
Team Growth & Mentorship: Recruit, mentor, and grow high-potential engineers. Balance "human-led" mentorship with "AI-augmented" professional development.
Operational Excellence: Maintain high observability and stability standards. You are responsible for ensuring your domain's experiments and product features meet rigorous quality benchmarks, even as we accelerate delivery with AI tools.
On-Site Collaboration: Foster a collaborative in-person environment in our Toronto office (Mon–Wed) to build team cohesion and drive faster cross-functional problem solving.

Qualifications & Skills

Management Experience: 3+ years of formal experience in engineering management leading a team of engineers.
AI-First Mindset: You've changed how a team works because of AI tooling, not just adopted a tool. You can describe which old practices you dropped and why.
Technical Stack: Demonstrated ability to operate backend (micro)services in TypeScript or Python, Postgres, and AWS, deployed on Kubernetes, including clean contracts and APIs that support agentic workflows.
AI Expertise: Hands-on experience with LLM-based and agentic systems - prompt design, tool/function calling, multi-step agent reasoning, evaluation - to shape both how the assistant behaves and how that behavior surfaces to the user.
Growth Mindset: Proven track record of delivering customer-facing SaaS products with a focus on metrics-driven growth, conversion, and user experience.
Communication: Ability to distill complex technical/AI-related trade-offs into actionable plans for leadership and cross-functional partners.

Our Commitment to You

At Pebl, we’re committed to supporting our team with comprehensive rewards and benefits designed to meet diverse needs across roles and locations. Our core offerings include:

Flexible Time Off – Take the time you need to recharge.
Parental Leave – Support for growing families.
Health and Dental Insurance – Where applicable, to cover you and your loved ones.
Retirement Savings + Employee Incentive Plan – Plan for the future while sharing our success.

Please visit our career page for more information.

Pebl is an Equal Opportunity Employer.

We power global teams and believe diverse perspectives drive innovation and impact. Employment decisions at Pebl are based on qualifications, merit, and business needs. We do not discriminate on the basis of race, color, religion, sex (including pregnancy, sexual orientation, or gender identity), national origin, age, disability, genetic information, veteran status, or any other status protected by applicable law. We’re committed to fostering an inclusive culture where every teammate can thrive and do the best work of their career - anywhere in the world.

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More about this job

Responsibilities

Lead a high-impact Conversational AI team by building, reviewing, and shipping AI-native software alongside engineers. Partner with product and architecture teams to define roadmaps and ensure operational excellence in a modern, scalable environment.

Requirements

Requires 3+ years of formal engineering management experience and hands-on expertise in LLM-based and agentic systems. Candidates must demonstrate proficiency in TypeScript or Python, AWS, and modern software development practices.

Skills

Engineering Management
Conversational AI
LLM
Agentic Systems
TypeScript
Python
Postgres
AWS
Kubernetes
React
Prompt Design
Tool Calling
SaaS
Mentorship
Product Roadmap
Software Architecture

Benefits

Flexible Time Off
Parental Leave
Health Insurance
Dental Insurance
Retirement Savings
Employee Incentive Plan
Equity

Visa sponsorship

Not detected in the job text

Keywords

Engineering Manager
Conversational AI
LLM
Agentic Systems
TypeScript
Python
Postgres
AWS
Kubernetes
React
SaaS
Product Management
Software Development
Microservices
API
Data Models
Claude Code
Observability
Technical Leadership
Mentorship
AI-Native
Cloud Computing
Scalable Architecture
Function Calling
Multi-step Reasoning

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